4-cyano-2-ethoxy-N-(7-methoxy-1,3-dimethyl-2-oxo-1,2-dihydroquinolin-6-yl)benzenesulfonamide

ID: ALA4086654

PubChem CID: 118918750

Max Phase: Preclinical

Molecular Formula: C21H21N3O5S

Molecular Weight: 427.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(C#N)ccc1S(=O)(=O)Nc1cc2cc(C)c(=O)n(C)c2cc1OC

Standard InChI:  InChI=1S/C21H21N3O5S/c1-5-29-19-9-14(12-22)6-7-20(19)30(26,27)23-16-10-15-8-13(2)21(25)24(3)17(15)11-18(16)28-4/h6-11,23H,5H2,1-4H3

Standard InChI Key:  LPVPWCQDKRDPCW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.8442  -16.2406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397  -15.5349    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0307  -16.2380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1537  -15.1222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663  -15.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8651  -16.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5773  -16.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5755  -15.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2883  -15.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2871  -16.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9974  -16.7651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7093  -16.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7105  -15.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9998  -15.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4200  -16.7686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9952  -17.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7307  -15.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7301  -14.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293  -13.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3139  -15.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192  -15.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1576  -16.7674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4201  -15.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1580  -17.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6117  -13.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9066  -13.4724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0157  -16.3519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3062  -16.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027  -17.5746    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
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  9 14  1  0
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 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
 13 24  1  0
 23 25  1  0
 20 26  1  0
 26 27  3  0
 22 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086654

   ---

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: 427.48

Molecular Weight (Monoisotopic): 427.1202

AlogP: 2.93

#Rotatable Bonds: 6

Polar Surface Area: 110.42

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.37

CX Basic pKa: ┄

CX LogP: 2.24

CX LogD: 1.52

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -1.59

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