ID: ALA522951

Max Phase: Preclinical

Molecular Formula: C29H32N2O2

Molecular Weight: 440.59

Molecule Type: Small molecule

Representations

Synonyms (1): UK-201844
Synonyms from Alternative Forms(1):

Canonical SMILES:  NC(=O)C(c1ccccc1)(c1ccccc1)[C@H]1CCCN(CCc2ccc3c(c2)CCO3)C1

Standard InChI:  InChI=1S/C29H32N2O2/c30-28(32)29(24-8-3-1-4-9-24,25-10-5-2-6-11-25)26-12-7-17-31(21-26)18-15-22-13-14-27-23(20-22)16-19-33-27/h1-6,8-11,13-14,20,26H,7,12,15-19,21H2,(H2,30,32)/t26-/m0/s1

Standard InChI Key:  LNGBIKCCEMPBEN-SANMLTNESA-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: 440.59

Molecular Weight (Monoisotopic): 440.2464

AlogP: 4.35

#Rotatable Bonds: 7

Polar Surface Area: 55.56

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.99

CX LogP: 4.98

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.59

Np Likeness Score: -0.54

References

1. Blair WS, Cao J, Jackson L, Jimenez J, Peng Q, Wu H, Isaacson J, Butler SL, Chu A, Graham J, Malfait AM, Tortorella M, Patick AK..  (2007)  Identification and characterization of UK-201844, a novel inhibitor that interferes with human immunodeficiency virus type 1 gp160 processing.,  51  (10): [PMID:17646410] [10.1128/aac.00643-07]

2. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]

Source

Source(2):

• Scientific Literature
• CO-ADD antimicrobial screening data