(S)-methyl 2-((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxamido)-3-(1H-indol-3-yl)propanoate

ID: ALA4476474

PubChem CID: 155538393

Max Phase: Preclinical

Molecular Formula: C42H60N2O4

Molecular Weight: 656.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC[C@@H]3[C@@]4(C)CC[C@H](O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C42H60N2O4/c1-37(2)19-21-42(36(47)44-31(35(46)48-8)23-26-25-43-30-12-10-9-11-27(26)30)22-20-40(6)28(29(42)24-37)13-14-33-39(5)17-16-34(45)38(3,4)32(39)15-18-41(33,40)7/h9-13,25,29,31-34,43,45H,14-24H2,1-8H3,(H,44,47)/t29-,31-,32-,33+,34-,39-,40+,41+,42-/m0/s1

Standard InChI Key:  IWBSRSBYSIXDMV-VTMGRXILSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4476474

   ---

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: 656.95

Molecular Weight (Monoisotopic): 656.4553

AlogP: 8.53

#Rotatable Bonds: 5

Polar Surface Area: 91.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.69

CX Basic pKa: 0.52

CX LogP: 7.96

CX LogD: 7.96

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.22

Np Likeness Score: 2.03

References

1. Meng L, Su Y, Yang F, Xiao S, Yin Z, Liu J, Zhong J, Zhou D, Yu F..  (2019)  Design, synthesis and biological evaluation of amino acids-oleanolic acid conjugates as influenza virus inhibitors.,  27  (23): [PMID:31635892] [10.1016/j.bmc.2019.115147]

Source

Source(1):

• Scientific Literature