N-(3,4-dimethylphenyl)-4-(1H-indol-4-yl)piperazine-1-carboxamide

ID: ALA4251316

PubChem CID: 145984873

Max Phase: Preclinical

Molecular Formula: C21H24N4O

Molecular Weight: 348.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)N2CCN(c3cccc4[nH]ccc34)CC2)cc1C

Standard InChI:  InChI=1S/C21H24N4O/c1-15-6-7-17(14-16(15)2)23-21(26)25-12-10-24(11-13-25)20-5-3-4-19-18(20)8-9-22-19/h3-9,14,22H,10-13H2,1-2H3,(H,23,26)

Standard InChI Key:  UNWZCPRVEKWXAY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   22.3118   -8.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1290   -8.3329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6792   -8.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0922   -9.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9073   -9.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5364   -9.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3500   -9.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7624   -8.3384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3550   -7.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5352   -7.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0886   -7.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9030   -7.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1552   -6.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4966   -6.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8375   -6.8478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5796   -8.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9855   -9.0508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9909   -7.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8027   -9.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2049   -9.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0231   -8.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2080   -8.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4334   -9.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0237   -9.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2506   -9.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4303  -10.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1 12  1  0
 11  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  2  6  1  0
  2 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  8 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 24  1  0
 23 21  1  0
 21 22  2  0
 22 19  1  0
 23 24  2  0
 23 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4251316

   ---

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: 348.45

Molecular Weight (Monoisotopic): 348.1950

AlogP: 4.14

#Rotatable Bonds: 2

Polar Surface Area: 51.37

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.79

CX Basic pKa: 2.98

CX LogP: 4.19

CX LogD: 4.19

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -1.66

References

1. Anglin J, Zavareh RB, Sander PN, Haldar D, Mullarky E, Cantley LC, Kimmelman AC, Lyssiotis CA, Lairson LL..  (2018)  Discovery and optimization of aspartate aminotransferase 1 inhibitors to target redox balance in pancreatic ductal adenocarcinoma.,  28  (16): [PMID:29731362] [10.1016/j.bmcl.2018.04.061]

Source

Source(1):

• Scientific Literature