2-(((3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(11-((S)-1-carboxy-2-methylpropylamino)-11-oxoundecylcarbamoyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yloxy)carbonyl)benzoic acid

ID: ALA4539603

PubChem CID: 102361211

Max Phase: Preclinical

Molecular Formula: C54H82N2O8

Molecular Weight: 887.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)CCCCCCCCCCNC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC[C@@H]3[C@@]4(C)CC[C@H](OC(=O)c5ccccc5C(=O)O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2)C(=O)O

Standard InChI:  InChI=1S/C54H82N2O8/c1-35(2)44(46(60)61)56-43(57)22-16-14-12-10-11-13-15-19-33-55-48(63)54-31-29-49(3,4)34-39(54)38-23-24-41-51(7)27-26-42(64-47(62)37-21-18-17-20-36(37)45(58)59)50(5,6)40(51)25-28-53(41,9)52(38,8)30-32-54/h17-18,20-21,23,35,39-42,44H,10-16,19,22,24-34H2,1-9H3,(H,55,63)(H,56,57)(H,58,59)(H,60,61)/t39-,40-,41+,42-,44-,51-,52+,53+,54-/m0/s1

Standard InChI Key:  YOBBOWQPANGIMJ-KDJVOHBRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4539603

   2-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[[11-[[(1S)-1-carboxy-2-methylpropyl]amino]-11-oxoundecyl]carbamoyl]-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxycarbonyl]benzoic acid

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: 887.26

Molecular Weight (Monoisotopic): 886.6071

AlogP: 11.56

#Rotatable Bonds: 18

Polar Surface Area: 159.10

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.05

CX Basic pKa: 0.75

CX LogP: 11.63

CX LogD: 5.14

Aromatic Rings: 1

Heavy Atoms: 64

QED Weighted: 0.06

Np Likeness Score: 1.46

References

1. Medina-O'Donnell M, Rivas F, Reyes-Zurita FJ, Cano-Muñoz M, Martinez A, Lupiañez JA, Parra A..  (2019)  Oleanolic Acid Derivatives as Potential Inhibitors of HIV-1 Protease.,  82  (10): [PMID:31617361] [10.1021/acs.jnatprod.9b00649]

Source

Source(1):

• Scientific Literature