(S)-N-(3-aminopropyl)-N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-4-methylbenzamide

ID: ALA2326523

Chembl Id: CHEMBL2326523

Cas Number: 336113-54-3

PubChem CID: 71508542

Max Phase: Preclinical

Molecular Formula: C30H33ClN4O2

Molecular Weight: 517.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N(CCCN)[C@H](c2nc3cc(Cl)ccc3c(=O)n2Cc2ccccc2)C(C)C)cc1

Standard InChI:  InChI=1S/C30H33ClN4O2/c1-20(2)27(34(17-7-16-32)29(36)23-12-10-21(3)11-13-23)28-33-26-18-24(31)14-15-25(26)30(37)35(28)19-22-8-5-4-6-9-22/h4-6,8-15,18,20,27H,7,16-17,19,32H2,1-3H3/t27-/m0/s1

Standard InChI Key:  QJZRFPJCWMNVAV-MHZLTWQESA-N

Alternative Forms

1. Parent:

   

   ALA2326523

   SB-715992 (Ispinesib)

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

Calculated Properties

Molecular Weight: 517.07

Molecular Weight (Monoisotopic): 516.2292

AlogP: 5.59

#Rotatable Bonds: 9

Polar Surface Area: 81.22

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.77

CX LogP: 5.53

CX LogD: 3.25

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: -1.15

References

1. Holland JP, Jones MW, Cohrs S, Schibli R, Fischer E..  (2013)  Fluorinated quinazolinones as potential radiotracers for imaging kinesin spindle protein expression.,  21  (2): [PMID:23245569] [10.1016/j.bmc.2012.11.013]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

3. Dong G, Wu Y, Cheng J, Chen L, Liu R, Ding Y, Wu S, Ma J, Sheng C..  (2022)  Ispinesib as an Effective Warhead for the Design of Autophagosome-Tethering Chimeras: Discovery of Potent Degraders of Nicotinamide Phosphoribosyltransferase (NAMPT).,  65  (11.0): [PMID:35588495] [10.1021/acs.jmedchem.1c02001]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data