ID: ALA2420671

Max Phase: Preclinical

Molecular Formula: C21H24N4O3S

Molecular Weight: 412.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(NC(=O)c1cc2cnccc2[nH]1)c1ccc(S(=O)(=O)N2CCCCC2)cc1

Standard InChI:  InChI=1S/C21H24N4O3S/c1-15(23-21(26)20-13-17-14-22-10-9-19(17)24-20)16-5-7-18(8-6-16)29(27,28)25-11-3-2-4-12-25/h5-10,13-15,24H,2-4,11-12H2,1H3,(H,23,26)

Standard InChI Key:  CPGSLJMYTTYJTQ-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: 412.52

Molecular Weight (Monoisotopic): 412.1569

AlogP: 3.23

#Rotatable Bonds: 5

Polar Surface Area: 95.16

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.62

CX Basic pKa: 7.98

CX LogP: 1.89

CX LogD: 1.35

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -1.77

References

1. Zheng X, Bauer P, Baumeister T, Buckmelter AJ, Caligiuri M, Clodfelter KH, Han B, Ho YC, Kley N, Lin J, Reynolds DJ, Sharma G, Smith CC, Wang Z, Dragovich PS, Gunzner-Toste J, Liederer BM, Ly J, O'Brien T, Oh A, Wang L, Wang W, Xiao Y, Zak M, Zhao G, Yuen PW, Bair KW..  (2013)  Structure-based discovery of novel amide-containing nicotinamide phosphoribosyltransferase (nampt) inhibitors.,  56  (16): [PMID:23859118] [10.1021/jm4008664]

Source

Source(1):

• Scientific Literature