4-cyano-N-(7-isopropoxy-1-methyl-2-oxo-1,2-dihydroquinolin-6-yl)benzenesulfonamide

ID: ALA4079434

PubChem CID: 118918747

Max Phase: Preclinical

Molecular Formula: C20H19N3O4S

Molecular Weight: 397.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc2c(ccc(=O)n2C)cc1NS(=O)(=O)c1ccc(C#N)cc1

Standard InChI:  InChI=1S/C20H19N3O4S/c1-13(2)27-19-11-18-15(6-9-20(24)23(18)3)10-17(19)22-28(25,26)16-7-4-14(12-21)5-8-16/h4-11,13,22H,1-3H3

Standard InChI Key:  VEDQFFLLEHNIDG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.8730  -15.8114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4686  -15.1057    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596  -15.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1826  -14.6929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8952  -15.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8940  -15.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6062  -16.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044  -14.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3172  -15.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3160  -15.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0263  -16.3358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7382  -15.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7394  -15.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0286  -14.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4489  -16.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0240  -17.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596  -14.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7590  -13.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0582  -13.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3458  -13.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3428  -14.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0481  -15.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1865  -16.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1869  -17.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406  -13.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355  -13.0432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4794  -17.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8948  -17.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  6  2  0
  6  7  1  0
  7 10  2  0
  9  8  2  0
  8  5  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 12 15  2  0
 11 16  1  0
  5  4  1  0
  4  2  1  0
  2 17  1  0
 17 18  1  0
 17 22  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  6 23  1  0
 23 24  1  0
 20 25  1  0
 25 26  3  0
 24 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4079434

   ---

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: 397.46

Molecular Weight (Monoisotopic): 397.1096

AlogP: 3.00

#Rotatable Bonds: 5

Polar Surface Area: 101.19

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.98

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 1.97

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -1.60

References

1. Igoe N, Bayle ED, Tallant C, Fedorov O, Meier JC, Savitsky P, Rogers C, Morias Y, Scholze S, Boyd H, Cunoosamy D, Andrews DM, Cheasty A, Brennan PE, Müller S, Knapp S, Fish PV..  (2017)  Design of a Chemical Probe for the Bromodomain and Plant Homeodomain Finger-Containing (BRPF) Family of Proteins.,  60  (16): [PMID:28714688] [10.1021/acs.jmedchem.7b00611]

Source

Source(1):

• Scientific Literature