ID: ALA197014

Max Phase: Preclinical

Molecular Formula: C20H21N3O5S

Molecular Weight: 415.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)Cn1c(=O)c(C(=O)Nc2ccccc2S(N)(=O)=O)c(O)c2ccccc21

Standard InChI:  InChI=1S/C20H21N3O5S/c1-12(2)11-23-15-9-5-3-7-13(15)18(24)17(20(23)26)19(25)22-14-8-4-6-10-16(14)29(21,27)28/h3-10,12,24H,11H2,1-2H3,(H,22,25)(H2,21,27,28)

Standard InChI Key:  MLWAJOFPYWTUTE-UHFFFAOYSA-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: 415.47

Molecular Weight (Monoisotopic): 415.1202

AlogP: 2.26

#Rotatable Bonds: 5

Polar Surface Area: 131.49

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.66

CX Basic pKa:

CX LogP: 1.58

CX LogD: -0.14

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -1.20

References

1. Dayam R, Sanchez T, Neamati N..  (2005)  Diketo acid pharmacophore. 2. Discovery of structurally diverse inhibitors of HIV-1 integrase.,  48  (25): [PMID:16335925] [10.1021/jm050837a]

2. Sechi M, Rizzi G, Bacchi A, Carcelli M, Rogolino D, Pala N, Sanchez TW, Taheri L, Dayam R, Neamati N..  (2009)  Design and synthesis of novel dihydroquinoline-3-carboxylic acids as HIV-1 integrase inhibitors.,  17  (7): [PMID:19026554] [10.1016/j.bmc.2008.10.088]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays