General Information of the Compound
Compound ID
CP0062070
Compound Name
(11alpha,13E,15S)-11,15-dihydroxy-9-oxoprost-13-en-1-oic acid
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Synonyms
(11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-enoic acid
(11alpha,13E,15S)-11,15-dihydroxy-9-oxoprost-13-en-1-oic acid
(13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate
(13E,15S)-11alpha,15-dihydroxy-9-oxoprost-13-en-1-oic acid
11alpha,15alpha-Dihydroxy-9-oxo-13-trans-prostenoic acid
7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid
745-65-3
Alprostadil
Alprostadil (JP15/USP/INN)
Alprostadil(Caverject)
Alprostadilum
BML1-F06
Befar
Befar (TN)
CHEMBL495
Caverject
Caverject (TN)
Edex
Edex (TN)
FemLife
Femprox
HEI-507
Lipo-alprostadil
Lipoprost
Liprostin
MR 256
MR-256
Minprog
Muse
Muse (TN)
PGE-1
PGE1
PGE1 Oligomer
Prink (TN)
Prost-13-en-1-oic acid, 11,15-dihydroxy-9-oxo-, (11alpha,13E,15S)-, homopolymer
Prostaglandin E1
Prostandin
Prostavasin
Prostin VR
Prostin VR pediatric (TN)
Prostivas
RayVa
Sugiran
U-10136
UNII-F5TD010360
Vasaprostan
Viridal
Vitaros
alprostadil
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Structure
Formula
C20H34O5
Molecular Weight
354.487
Canonical SMILES
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O
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InChI
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1
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InChIKey
GMVPRGQOIOIIMI-DWKJAMRDSA-N
CAS
745-65-3
119314-69-1
Physicochemical Property
logP
3.4751
Rotatable Bonds
13
Heavy Atom Count
25
Polar Areas
94.83
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Complexity
25

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5280723
SID: 12013405
ChEMBL ID
CHEMBL495
DrugBank ID
DB00770
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT03222, ATP-binding cassette sub-family C member 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 26900 nM
   TI
   LI
   LO
   TS
Protein ID: PT05334, ATP-binding cassette sub-family C member 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 2300 nM
   TI
   LI
   LO
   TS
Protein ID: PT02279, Prostacyclin receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 150 nM
   TI
   LI
   LO
   TS
Protein ID: PT02988, Prostaglandin E2 receptor EP1 subtype
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 22 nM
   TI
   LI
   LO
   TS
2
Ki = 100 nM
   TI
   LI
   LO
   TS
Protein ID: PT02989, Prostaglandin E2 receptor EP2 subtype
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 41 nM
   TI
   LI
   LO
   TS
2
Ki = 87 nM
   TI
   LI
   LO
   TS
Protein ID: PT02345, Prostaglandin E2 receptor EP3 subtype
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 5 nM
   TI
   LI
   LO
   TS
Protein ID: PT02346, Prostaglandin E2 receptor EP4 subtype
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 3.3 nM
   TI
   LI
   LO
   TS
Protein ID: PT06205, Solute carrier organic anion transporter family member 2A1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  1
1
Km = 70 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Alprostadil )
Drug Name Alprostadil
Company Pfizer Pharmaceuticals
Indication
Diabetic foot ulcer
Approved
Erectile dysfunction
Approved
Target(s)
Thromboxane A2 receptor (TBXA2R)
Modulator
Prostaglandin E2 receptor EP2 (PTGER2)
Agonist