3-O-Acetylbetulinyl-28-nitrile

ID: ALA1086992

PubChem CID: 44606413

Max Phase: Preclinical

Molecular Formula: C32H49NO2

Molecular Weight: 479.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C#N)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](OC(C)=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C32H49NO2/c1-20(2)22-11-16-32(19-33)18-17-30(7)23(27(22)32)9-10-25-29(6)14-13-26(35-21(3)34)28(4,5)24(29)12-15-31(25,30)8/h22-27H,1,9-18H2,2-8H3/t22-,23+,24-,25+,26-,27+,29-,30+,31+,32+/m0/s1

Standard InChI Key:  UQAXAJKEWFTAND-VFUWXHBOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1086992

   [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-cyano-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate

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: 479.75

Molecular Weight (Monoisotopic): 479.3763

AlogP: 8.10

#Rotatable Bonds: 2

Polar Surface Area: 50.09

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.14

CX LogD: 7.14

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: 2.78

References

1. Pohjala L, Alakurtti S, Ahola T, Yli-Kauhaluoma J, Tammela P..  (2009)  Betulin-derived compounds as inhibitors of alphavirus replication.,  72  (11): [PMID:19839605] [10.1021/np9003245]

Source

Source(1):

• Scientific Literature