N-(4-hydroxynaphthalen-1-yl)-2-oxo-2H-naphtho[1,8-bc]thiophene-7-sulfonamide

ID: ALA3360268

PubChem CID: 118724179

Max Phase: Preclinical

Molecular Formula: C21H13NO4S2

Molecular Weight: 407.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Sc2cc(S(=O)(=O)Nc3ccc(O)c4ccccc34)cc3cccc1c23

Standard InChI:  InChI=1S/C21H13NO4S2/c23-18-9-8-17(14-5-1-2-6-15(14)18)22-28(25,26)13-10-12-4-3-7-16-20(12)19(11-13)27-21(16)24/h1-11,22-23H

Standard InChI Key:  ZZAUVGINMLVAHF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.9910   -4.1148    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.4025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2853   -4.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7007   -4.5276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4084   -4.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5754   -4.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8701   -4.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919   -5.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8225   -3.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1098   -2.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4055   -3.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8220   -4.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162   -4.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1160   -5.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8210   -5.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5275   -5.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5242   -4.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5296   -2.8965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895   -5.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788   -6.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8945   -6.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5963   -6.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1738   -5.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8839   -5.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -4.4636    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -5.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2431   -5.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  8 25  1  0
 20  9  1  0
  9  4  2  0
  6 14  2  0
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 10 11  1  0
 11 12  2  0
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 24 25  1  0
 26 27  1  0
 27 24  1  0
  8 26  1  0
 27 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360268

   ---

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: 407.47

Molecular Weight (Monoisotopic): 407.0286

AlogP: 4.75

#Rotatable Bonds: 3

Polar Surface Area: 83.47

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.56

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 3.90

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.81

References

1. Jung HJ, Cho M, Kim Y, Han G, Kwon HJ..  (2014)  Development of a novel class of mitochondrial ubiquinol-cytochrome c reductase binding protein (UQCRB) modulators as promising antiangiogenic leads.,  57  (19): [PMID:25244355] [10.1021/jm500863j]

Source

Source(1):

• Scientific Literature