4-(6,7-Dimethoxy-quinazolin-4-yl)-piperazine-1-carbothioic acid 4-methoxy-benzylamide

ID: ALA141460

PubChem CID: 11091675

Max Phase: Preclinical

Molecular Formula: C23H27N5O3S

Molecular Weight: 453.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C/N=C(/S)N2CCN(c3ncnc4cc(OC)c(OC)cc34)CC2)cc1

Standard InChI:  InChI=1S/C23H27N5O3S/c1-29-17-6-4-16(5-7-17)14-24-23(32)28-10-8-27(9-11-28)22-18-12-20(30-2)21(31-3)13-19(18)25-15-26-22/h4-7,12-13,15H,8-11,14H2,1-3H3,(H,24,32)

Standard InChI Key:  SCGYVNOQVNQTNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.4167   -4.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4125   -3.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4375   -5.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2667   -0.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2542    0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6917    0.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500   -5.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -4.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5 19  1  0
 22 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA141460

   4-(6,7-Dimethoxy-quinazolin-4-yl)-piperazine-1-carbothioic acid 4-methoxy-benzylamide

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: 453.57

Molecular Weight (Monoisotopic): 453.1835

AlogP: 3.26

#Rotatable Bonds: 6

Polar Surface Area: 72.31

Molecular Species: ZWITTERION

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.01

CX Basic pKa: 13.61

CX LogP: 4.47

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.35

Np Likeness Score: -0.90

References

1. Matsuno K, Nakajima T, Ichimura M, Giese NA, Yu JC, Lokker NA, Ushiki J, Ide S, Oda S, Nomoto Y..  (2002)  Potent and selective inhibitors of PDGF receptor phosphorylation. 2. Synthesis, structure activity relationship, improvement of aqueous solubility, and biological effects of 4-[4-(N-substituted (thio)carbamoyl)-1-piperazinyl]-6,7-dimethoxyquinazoline derivatives.,  45  (20): [PMID:12238930] [10.1021/jm0201114]

Source

Source(1):

• Scientific Literature