(1S,2S,4S,5R,9S,10S,13S)-2-hydroxy-5,9,13-trimethyl-15-oxo-14-oxatetracyclo[11.3.1.0^{1,10}.0^{4,9}]heptadecane-5-carboxylic acid

ID: ALA3358956

Chembl Id: CHEMBL3358956

PubChem CID: 24862107

Max Phase: Preclinical

Molecular Formula: C20H30O5

Molecular Weight: 350.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@]12CC[C@H]3[C@]4(C)CCC[C@@](C)(C(=O)O)[C@H]4C[C@H](O)[C@]3(CC(=O)O1)C2

Standard InChI:  InChI=1S/C20H30O5/c1-17-8-5-12-18(2)6-4-7-19(3,16(23)24)13(18)9-14(21)20(12,11-17)10-15(22)25-17/h12-14,21H,4-11H2,1-3H3,(H,23,24)/t12-,13-,14-,17-,18-,19+,20+/m0/s1

Standard InChI Key:  WVQIYYTZAKEAOU-SWTLLTDLSA-N

Alternative Forms

1. Parent:

   

   ALA3358956

   (1S,2S,4S,5R,9S,10S,13S)-2-hydroxy-5,9,13-trimethyl-15-oxo-14-oxatetracyclo[11.3.1.01,10.04,9]heptadecane-5-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 350.46

Molecular Weight (Monoisotopic): 350.2093

AlogP: 3.14

#Rotatable Bonds: 1

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.43

CX Basic pKa: ┄

CX LogP: 2.50

CX LogD: -0.37

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: 2.95

References

1. Ye N, Ding Y, Wild C, Shen Q, Zhou J..  (2014)  Small molecule inhibitors targeting activator protein 1 (AP-1).,  57  (16): [PMID:24831826] [10.1021/jm5004733]

Source

Source(1):

• Scientific Literature