((3S,4aR,6aR,6bS,8aR,10aS,16aR,16bR)-3-acetoxy-13-(1,3-dioxolan-4-yl)-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: ALA1076491

PubChem CID: 46880125

Max Phase: Preclinical

Molecular Formula: C39H57N3O8

Molecular Weight: 695.90

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(C2COCO2)c(=O)n13

Standard InChI:  InChI=1S/C39H57N3O8/c1-22(2)39-17-16-38(20-48-23(3)43)15-14-37(9)30(31(38)39)25(41-32(45)40(33(46)42(39)41)29-19-47-21-49-29)18-27-35(7)12-11-28(50-24(4)44)34(5,6)26(35)10-13-36(27,37)8/h22,25-29H,10-21H2,1-9H3/t25-,26-,27+,28-,29?,35-,36+,37+,38-,39-/m0/s1

Standard InChI Key:  QARXXPOJXUPVOK-PEWCOQOHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1076491

   [(1S,3R,4R,7S,9R,12R,13S,16R,19S)-7-acetyloxy-22-(1,3-dioxolan-4-yl)-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: 695.90

Molecular Weight (Monoisotopic): 695.4146

AlogP: 5.85

#Rotatable Bonds: 5

Polar Surface Area: 119.99

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.25

CX LogD: 5.25

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.28

Np Likeness Score: 2.58

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