(S)-1-((R)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-ylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-aminium

ID: ALA4474601

PubChem CID: 155537254

Max Phase: Preclinical

Molecular Formula: C22H23N5O2

Molecular Weight: 389.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](N)Cc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C22H23N5O2/c23-17(9-13-11-25-18-7-3-1-5-15(13)18)22(29)27-20(21(24)28)10-14-12-26-19-8-4-2-6-16(14)19/h1-8,11-12,17,20,25-26H,9-10,23H2,(H2,24,28)(H,27,29)/t17-,20+/m0/s1

Standard InChI Key:  GPMWXTJKDKHQSD-FXAWDEMLSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   18.6889   -6.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2762   -5.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0463   -6.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4590   -5.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6889   -5.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9904   -5.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5061   -5.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7717   -5.6071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9904   -4.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7717   -4.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3782   -4.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2074   -3.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4261   -3.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8196   -3.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0463   -5.1944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2291   -5.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2291   -6.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8164   -5.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8164   -4.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5131   -5.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9992   -4.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7377   -4.8924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5167   -3.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7377   -4.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1297   -3.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2985   -2.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0805   -2.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6897   -3.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9992   -5.9076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4 15  1  0
 18 29  1  0
  2  1  1  6
  2  4  1  0
  4  3  2  0
  2  5  1  0
  5  7  1  0
  6  7  2  0
  7  9  1  0
  8  6  1  0
 10  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 15 16  1  0
 16 18  1  0
 18 17  2  0
 16 19  1  1
 19 21  1  0
 20 21  2  0
 21 23  1  0
 22 20  1  0
 24 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474601

   ---

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: 389.46

Molecular Weight (Monoisotopic): 389.1852

AlogP: 1.73

#Rotatable Bonds: 7

Polar Surface Area: 129.79

Molecular Species: NEUTRAL

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.75

CX Basic pKa: 7.66

CX LogP: 1.59

CX LogD: 1.14

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.33

Np Likeness Score: -0.03

References

1. Jain N, Friedman SH..  (2019)  Multiple weak intercalation as a strategy for the inhibition of polymerases.,  29  (3): [PMID:30579791] [10.1016/j.bmcl.2018.12.027]

Source

Source(1):

• Scientific Literature