Benzyl 6,7-dichloro-2-(4-methoxyphenyl)quinoline-4-carboxylate

ID: ALA4579382

PubChem CID: 155565603

Max Phase: Preclinical

Molecular Formula: C24H17Cl2NO3

Molecular Weight: 438.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(C(=O)OCc3ccccc3)c3cc(Cl)c(Cl)cc3n2)cc1

Standard InChI:  InChI=1S/C24H17Cl2NO3/c1-29-17-9-7-16(8-10-17)22-12-19(18-11-20(25)21(26)13-23(18)27-22)24(28)30-14-15-5-3-2-4-6-15/h2-13H,14H2,1H3

Standard InChI Key:  UWOFBKUUAAQELN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   38.3105   -6.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0185   -6.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0168   -4.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7254   -5.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7261   -6.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4347   -6.4970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1429   -6.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1382   -5.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4291   -4.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   41.1303   -3.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7149   -3.6387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1260   -2.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8315   -2.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8522   -6.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.5590   -7.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.5366   -2.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2417   -2.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2378   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5230   -1.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8208   -1.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9759   -7.7055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.9802   -8.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6038   -4.8661    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.6025   -6.5021    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 15 22  2  0
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 24 25  1  0
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 19 27  1  0
 27 28  1  0
  1 29  1  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4579382

   ---

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: 438.31

Molecular Weight (Monoisotopic): 437.0585

AlogP: 6.57

#Rotatable Bonds: 5

Polar Surface Area: 48.42

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.76

CX LogP: 6.94

CX LogD: 6.94

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.33

Np Likeness Score: -0.96

References

1. Vyas VK, Qureshi G, Oza D, Patel H, Parmar K, Patel P, Ghate MD..  (2019)  Synthesis of 2-,4,-6-, and/or 7-substituted quinoline derivatives as human dihydroorotate dehydrogenase (hDHODH) inhibitors and anticancer agents: 3D QSAR-assisted design.,  29  (7): [PMID:30738663] [10.1016/j.bmcl.2019.01.038]

Source

Source(1):

• Scientific Literature