((3S,4aR,6aR,6bS,8aR,10aS,16aR,16bR)-3-acetoxy-13-(3-chlorophenyl)-10a-isopropyl-4,4,6a,6b,16b-pentamethyl-12,14-dioxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,10a,12,13,14,15a,16,16a,16b-docosahydroindeno[1,7,6-cde]naphtho[2,1-g][1,2,4]triazolo[1,2-a]cinnolin-8a-yl)methyl acetate

ID: ALA1076492

PubChem CID: 44606929

Max Phase: Preclinical

Molecular Formula: C42H56ClN3O6

Molecular Weight: 734.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@]12CC[C@]3(C(C)C)C1=C1[C@H](C[C@@H]4[C@@]5(C)CC[C@H](OC(C)=O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]1(C)CC2)n1c(=O)n(-c2cccc(Cl)c2)c(=O)n13

Standard InChI:  InChI=1S/C42H56ClN3O6/c1-24(2)42-20-19-41(23-51-25(3)47)18-17-40(9)33(34(41)42)29(45-35(49)44(36(50)46(42)45)28-12-10-11-27(43)21-28)22-31-38(7)15-14-32(52-26(4)48)37(5,6)30(38)13-16-39(31,40)8/h10-12,21,24,29-32H,13-20,22-23H2,1-9H3/t29-,30-,31+,32-,38-,39+,40+,41-,42-/m0/s1

Standard InChI Key:  RJJZMAGGBIFDJV-MITBNOKBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1076492

   [(1S,3R,4R,7S,9R,12R,13S,16R,19S)-7-acetyloxy-22-(3-chlorophenyl)-4,8,8,12,13-pentamethyl-21,23-dioxo-19-propan-2-yl-20,22,24-triazaheptacyclo[14.8.2.03,12.04,9.013,25.019,26.020,24]hexacos-25-en-16-yl]methyl 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: 734.38

Molecular Weight (Monoisotopic): 733.3858

AlogP: 7.99

#Rotatable Bonds: 5

Polar Surface Area: 101.53

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.34

CX LogD: 7.34

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.23

Np Likeness Score: 1.90

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