4-((4-Chlorophenyl)thio)-6,7-bis(2-methoxyethoxy)quinazoline

ID: ALA4876877

PubChem CID: 164627998

Max Phase: Preclinical

Molecular Formula: C20H21ClN2O4S

Molecular Weight: 420.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCOc1cc2ncnc(Sc3ccc(Cl)cc3)c2cc1OCCOC

Standard InChI:  InChI=1S/C20H21ClN2O4S/c1-24-7-9-26-18-11-16-17(12-19(18)27-10-8-25-2)22-13-23-20(16)28-15-5-3-14(21)4-6-15/h3-6,11-13H,7-10H2,1-2H3

Standard InChI Key:  NCNLXBSONIBAFT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.9030   -9.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9019  -10.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6099  -10.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6081   -8.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3167   -9.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3175  -10.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0260  -10.5293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7343  -10.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7295   -9.2964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0204   -8.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1952   -8.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4876   -9.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7798   -8.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0722   -9.3075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3644   -8.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1938  -10.5344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4864  -10.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7784  -10.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0710  -10.1242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3630  -10.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0161   -8.0759    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.7216   -7.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4269   -8.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1320   -7.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1281   -6.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4132   -6.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7111   -6.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8331   -6.4287    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
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  6  7  1  0
  7  8  2  0
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  9 10  2  0
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  1 11  1  0
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  2 16  1  0
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 10 21  1  0
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 22 23  2  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876877

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 420.92

Molecular Weight (Monoisotopic): 420.0911

AlogP: 4.48

#Rotatable Bonds: 10

Polar Surface Area: 62.70

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.44

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.35

Np Likeness Score: -1.17

References

1. Li Z, Qin T, Li Z, Zhao X, Zhang X, Zhao T, Yang N, Miao J, Ma J, Zhang Z..  (2021)  Discovery of quinazoline derivatives as a novel class of potent and in vivo efficacious LSD1 inhibitors by drug repurposing.,  225  [PMID:34416665] [10.1016/j.ejmech.2021.113778]

Source

Source(1):

• Scientific Literature