US9062026, Table III, Compound 88

ID: ALA3696939

PubChem CID: 73053323

Max Phase: Preclinical

Molecular Formula: C28H22N6O2

Molecular Weight: 474.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c(NCc3ccccc3)nc(-n3c(/C=C(/C#N)C(N)=O)cc4ccccc43)nc12

Standard InChI:  InChI=1S/C28H22N6O2/c1-36-24-13-7-11-22-25(24)32-28(33-27(22)31-17-18-8-3-2-4-9-18)34-21(15-20(16-29)26(30)35)14-19-10-5-6-12-23(19)34/h2-15H,17H2,1H3,(H2,30,35)(H,31,32,33)/b20-15-

Standard InChI Key:  YFQAZGJOYGKWKS-HKWRFOASSA-N

Molfile:  

     RDKit          2D

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    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4603   -6.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8844   -6.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0230   -5.7789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1621   -8.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0609   -8.8976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0243   -8.4837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  8 17  1  0
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 19 20  2  0
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 20  7  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  3  0
 24 27  1  0
 27 28  2  0
 27 29  1  0
 22 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 21  1  0
 36 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3696939

   (Z)-3-[1-[4-(benzylamino)-8-methoxyquinazolin-2-yl]indol-2-yl]-2-cyanoprop-2-enamide

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: 474.52

Molecular Weight (Monoisotopic): 474.1804

AlogP: 4.59

#Rotatable Bonds: 7

Polar Surface Area: 118.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.95

CX LogP: 4.81

CX LogD: 4.81

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.26

Np Likeness Score: -0.92

References

1.  (2015)  Fused pyrimidines and substituted quinazolines as inhibitors of p97, 

Source

Source(1):

• BindingDB Database