1-(1-(1-(Phenylsulfonyl)-1H-indol-3-yl)propylidene)semicarbazide

ID: ALA4521180

PubChem CID: 155542396

Max Phase: Preclinical

Molecular Formula: C18H18N4O3S

Molecular Weight: 370.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC/C(=N/NC(N)=O)c1cn(S(=O)(=O)c2ccccc2)c2ccccc12

Standard InChI:  InChI=1S/C18H18N4O3S/c1-2-16(20-21-18(19)23)15-12-22(17-11-7-6-10-14(15)17)26(24,25)13-8-4-3-5-9-13/h3-12H,2H2,1H3,(H3,19,21,23)/b20-16-

Standard InChI Key:  IKWMYVWPFOOFCM-SILNSSARSA-N

Molfile:  

 
     RDKit          2D

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   13.7973  -10.5616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5898  -10.7762    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.3794   -9.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1533  -11.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1521  -12.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8602  -13.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8584  -11.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.5718  -12.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3518  -12.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8292  -12.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3441  -11.5552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3904  -10.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9373  -11.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7350  -11.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9836  -10.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4285   -9.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6329   -9.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6089  -13.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4092  -13.8206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9524  -13.2102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7528  -13.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2960  -12.7650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0098  -14.1512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0656  -14.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2653  -14.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7  4  1  0
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  2 13  1  0
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 19 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521180

   ---

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: 370.43

Molecular Weight (Monoisotopic): 370.1100

AlogP: 2.66

#Rotatable Bonds: 5

Polar Surface Area: 106.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.81

CX Basic pKa: 0.51

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -1.39

References

1. Song M, Wang S, Wang Z, Fu Z, Zhou S, Cheng H, Liang Z, Deng X..  (2019)  Synthesis, antimicrobial and cytotoxic activities, and molecular docking studies of N-arylsulfonylindoles containing an aminoguanidine, a semicarbazide, and a thiosemicarbazide moiety.,  166  [PMID:30685534] [10.1016/j.ejmech.2019.01.038]

Source

Source(1):

• Scientific Literature