3-(2-methoxyphenyl)-6-methyl-2-(3,4,5-trimethoxybenzylthio)quinazolin-4(3H)-one

ID: ALA3936767

PubChem CID: 134148594

Max Phase: Preclinical

Molecular Formula: C26H26N2O5S

Molecular Weight: 478.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1-n1c(SCc2cc(OC)c(OC)c(OC)c2)nc2ccc(C)cc2c1=O

Standard InChI:  InChI=1S/C26H26N2O5S/c1-16-10-11-19-18(12-16)25(29)28(20-8-6-7-9-21(20)30-2)26(27-19)34-15-17-13-22(31-3)24(33-5)23(14-17)32-4/h6-14H,15H2,1-5H3

Standard InChI Key:  BGIWNLHHOHJCJO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   60.1053  -27.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   60.8201  -27.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   65.1074  -28.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   62.2398  -25.0010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   66.5457  -29.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   67.2580  -29.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   66.5346  -28.2797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   65.1180  -30.7670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   65.8339  -31.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   62.9445  -24.5903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   62.9372  -23.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  1 32  1  0
 16 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3936767

   ---

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: 478.57

Molecular Weight (Monoisotopic): 478.1562

AlogP: 5.02

#Rotatable Bonds: 8

Polar Surface Area: 71.81

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.01

CX LogP: 5.53

CX LogD: 5.53

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -1.19

References

1. El-Messery SM, Hassan GS, Nagi MN, Habib EE, Al-Rashood ST, El-Subbagh HI..  (2016)  Synthesis, biological evaluation and molecular modeling study of some new methoxylated 2-benzylthio-quinazoline-4(3H)-ones as nonclassical antifolates.,  26  (19): [PMID:27554444] [10.1016/j.bmcl.2016.08.022]

Source

Source(1):

• Scientific Literature