(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR)-N,9-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxamide

ID: ALA4514184

Chembl Id: CHEMBL4514184

PubChem CID: 155539396

Max Phase: Preclinical

Molecular Formula: C30H49NO3

Molecular Weight: 471.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C(=O)NO)CC[C@]3(C)C(CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C30H49NO3/c1-18(2)19-10-15-30(25(33)31-34)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(32)26(3,4)21(27)11-14-29(22,28)7/h19-24,32,34H,1,8-17H2,2-7H3,(H,31,33)/t19-,20?,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1

Standard InChI Key:  XNJMICUWXYERTB-KLSVAQHHSA-N

Alternative Forms

1. Parent:

   

   ALA4514184

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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: 471.73

Molecular Weight (Monoisotopic): 471.3712

AlogP: 6.51

#Rotatable Bonds: 2

Polar Surface Area: 69.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.84

CX Basic pKa: ┄

CX LogP: 5.83

CX LogD: 5.81

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: 2.79

References

1. Minassi A, Rogati F, Cruz C, Prados ME, Galera N, Jinénez C, Appendino G, Bellido ML, Calzado MA, Caprioglio D, Muñoz E..  (2018)  Triterpenoid Hydroxamates as HIF Prolyl Hydrolase Inhibitors.,  81  (10): [PMID:30350996] [10.1021/acs.jnatprod.8b00514]

Source

Source(1):

• Scientific Literature