2-(2,5-dimethylpyrrol-1-yl)-4-[[(6-fluoro-1H-indol-3-yl)methyleneamino]carbamoyl]benzoic acid

ID: ALA4513566

PubChem CID: 136504128

Max Phase: Preclinical

Molecular Formula: C23H19FN4O3

Molecular Weight: 418.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)n1-c1cc(C(=O)N/N=C/c2c[nH]c3cc(F)ccc23)ccc1C(=O)O

Standard InChI:  InChI=1S/C23H19FN4O3/c1-13-3-4-14(2)28(13)21-9-15(5-7-19(21)23(30)31)22(29)27-26-12-16-11-25-20-10-17(24)6-8-18(16)20/h3-12,25H,1-2H3,(H,27,29)(H,30,31)/b26-12+

Standard InChI Key:  PCJABKUOZQSYJC-RPPGKUMJSA-N

Molfile:  

 
     RDKit          2D

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   15.1022  -21.2646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4027  -21.6680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7032  -21.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0037  -21.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2177  -21.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7261  -22.0904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1992  -22.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0037  -22.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6223  -23.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4359  -23.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6339  -24.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4971  -21.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4994  -20.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1992  -20.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.2952  -20.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5957  -19.2466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8965  -21.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1968  -21.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5960  -21.6710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5960  -22.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8965  -22.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4005  -22.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8737  -22.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3821  -21.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5899  -20.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8017  -22.4747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
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 10  9  2  0
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 13 11  2  0
  7 13  1  0
 14  1  1  0
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 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 18 22  2  0
 22 23  1  0
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 22 24  1  0
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 25 26  1  0
 25 27  2  0
 27 28  1  0
 29 28  2  0
 24 29  1  0
 29 30  1  0
 14 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513566

   ---

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: 418.43

Molecular Weight (Monoisotopic): 418.1441

AlogP: 4.18

#Rotatable Bonds: 5

Polar Surface Area: 99.48

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.23

CX Basic pKa: 1.14

CX LogP: 4.22

CX LogD: 0.78

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: -1.44

References

1.  (2015)  Pyrrol-1-yl benzoic acid derivatives useful as myc inhibitors, 

Source

Source(1):

• Patent Bioactivity Data