(S)-diethyl 2-(4-((2,4-diaminoquinazolin-6-yl)methylamino)benzamido)succinate

ID: ALA3244846

Cas Number: 18921-66-9

PubChem CID: 3080716

Max Phase: Preclinical

Molecular Formula: C24H28N6O5

Molecular Weight: 480.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C[C@H](NC(=O)c1ccc(NCc2ccc3nc(N)nc(N)c3c2)cc1)C(=O)OCC

Standard InChI:  InChI=1S/C24H28N6O5/c1-3-34-20(31)12-19(23(33)35-4-2)28-22(32)15-6-8-16(9-7-15)27-13-14-5-10-18-17(11-14)21(25)30-24(26)29-18/h5-11,19,27H,3-4,12-13H2,1-2H3,(H,28,32)(H4,25,26,29,30)/t19-/m0/s1

Standard InChI Key:  MJEKRVFLXCYWPZ-IBGZPJMESA-N

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
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   -1.0194    1.7871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1678   -1.1102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8760   -0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1592   -3.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1604   -4.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  2  0
  3  5  1  0
  4  2  1  0
  5  1  2  0
  6  1  1  0
  7  3  2  0
  8 15  1  0
  9  4  2  0
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 11  7  1  0
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 14 10  1  6
 15 22  1  0
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 18  8  2  0
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 20  9  1  0
 21 23  1  0
 22 24  2  0
 23 17  2  0
 24 17  1  0
 25  6  1  0
 26 14  1  0
 27 26  1  0
 28 12  1  0
  3  4  1  0
 11 20  2  0
 21 15  2  0
 27 29  1  0
 27 30  2  0
  5 31  1  0
 28 32  1  0
 32 33  1  0
 29 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3244846

   Quinespar

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: 480.53

Molecular Weight (Monoisotopic): 480.2121

AlogP: 2.02

#Rotatable Bonds: 10

Polar Surface Area: 171.55

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.05

CX LogP: 1.72

CX LogD: 1.58

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -0.81

References

1. Hynes JB, Eason DE, Garrett CM, Colvin PL..  (1977)  Quinazolines as inhibitors of dihydrofolate reductase. 4. Classical analogues of folic and isofolic acids.,  20  (4): [PMID:850245] [10.1021/jm00214a030]

Source

Source(1):

• Scientific Literature