ID: ALA2088490

Max Phase: Preclinical

Molecular Formula: C27H33NO7

Molecular Weight: 483.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1CC[C@@H]2[C@]3(C)COC(c4cccc([N+](=O)[O-])c4)O[C@@H]3CC[C@@]2(C)[C@@H]1C/C=C1/C(=O)OC[C@H]1O

Standard InChI:  InChI=1S/C27H33NO7/c1-16-7-10-22-26(2,20(16)9-8-19-21(29)14-33-24(19)30)12-11-23-27(22,3)15-34-25(35-23)17-5-4-6-18(13-17)28(31)32/h4-6,8,13,20-23,25,29H,1,7,9-12,14-15H2,2-3H3/b19-8+/t20-,21-,22+,23-,25?,26+,27+/m1/s1

Standard InChI Key:  HVBCJBLBYPKWDH-OPDNHIMUSA-N

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

Properties

Molecular Weight: 483.56

Molecular Weight (Monoisotopic): 483.2257

AlogP: 4.63

#Rotatable Bonds: 4

Polar Surface Area: 108.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.52

CX Basic pKa:

CX LogP: 4.77

CX LogD: 4.77

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.22

Np Likeness Score: 2.04

References

1. Uttekar MM, Das T, Pawar RS, Bhandari B, Menon V, Nutan, Gupta SK, Bhat SV..  (2012)  Anti-HIV activity of semisynthetic derivatives of andrographolide and computational study of HIV-1 gp120 protein binding.,  56  [PMID:22858223] [10.1016/j.ejmech.2012.07.030]

Source

Source(1):

• Scientific Literature