12-(Thiazol-4-yl)abieta-8,11,13-trien-18-oic acid

ID: ALA4471587

Chembl Id: CHEMBL4471587

PubChem CID: 155535286

Max Phase: Preclinical

Molecular Formula: C23H29NO2S

Molecular Weight: 383.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc2c(cc1-c1cscn1)[C@@]1(C)CCC[C@@](C)(C(=O)O)[C@@H]1CC2

Standard InChI:  InChI=1S/C23H29NO2S/c1-14(2)16-10-15-6-7-20-22(3,8-5-9-23(20,4)21(25)26)18(15)11-17(16)19-12-27-13-24-19/h10-14,20H,5-9H2,1-4H3,(H,25,26)/t20-,22-,23-/m1/s1

Standard InChI Key:  SULOYPXBFAVSIH-YMPZKCBVSA-N

Alternative Forms

1. Parent:

   

   ALA4471587

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 383.56

Molecular Weight (Monoisotopic): 383.1919

AlogP: 6.03

#Rotatable Bonds: 3

Polar Surface Area: 50.19

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.75

CX Basic pKa: 1.83

CX LogP: 6.44

CX LogD: 3.85

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: 1.29

References

1. Ahonen TJ, Savinainen JR, Yli-Kauhaluoma J, Kalso E, Laitinen JT, Moreira VM..  (2018)  Discovery of 12-Thiazole Abietanes as Selective Inhibitors of the Human Metabolic Serine Hydrolase hABHD16A.,  9  (12): [PMID:30613338] [10.1021/acsmedchemlett.8b00442]

Source

Source(1):

• Scientific Literature