2N-(3-amino-3-imminopropyl)-4-(4-cyclopropylcarboxamido-1-methyl-1H-2-pyrrolylcarboxamido)-1-methyl-1H-2-pyrrolecarboxamide chloride

ID: ALA326175

PubChem CID: 49796527

Max Phase: Preclinical

Molecular Formula: C19H26ClN7O3

Molecular Weight: 399.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cn1cc(NC(=O)c2cc(NC(=O)C3CC3)cn2C)cc1C(=O)NCCC(=N)N

Standard InChI:  InChI=1S/C19H25N7O3.ClH/c1-25-10-13(7-14(25)18(28)22-6-5-16(20)21)24-19(29)15-8-12(9-26(15)2)23-17(27)11-3-4-11;/h7-11H,3-6H2,1-2H3,(H3,20,21)(H,22,28)(H,23,27)(H,24,29);1H

Standard InChI Key:  XZDLRJGXERFOPV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   11.9917   -4.1167    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -4.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -4.1167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -4.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6375   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667   -2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5917   -2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792   -4.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2417   -3.3292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -4.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -2.1750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3042   -3.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5458   -3.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -3.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6917   -4.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042   -4.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -1.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9042   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0667   -5.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5125   -4.0667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667   -4.8292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2917   -4.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -4.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -5.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3 10  2  0
  4  2  1  0
  5 12  1  0
  6  2  1  0
  7 14  1  0
  8  9  1  0
  9  2  2  0
 10  7  1  0
 11  4  1  0
 12  7  2  0
 13 17  1  0
 14  6  1  0
 15 13  1  0
 16  3  1  0
 17  8  1  0
 18 21  2  0
 19 15  1  0
 20 15  1  0
 21 24  1  0
 22  6  2  0
 23 13  2  0
 24 28  1  0
 25 16  2  0
 26 16  1  0
 27 21  1  0
 28 26  1  0
 29  4  1  0
 30  5  1  0
 11  8  2  0
  3  5  1  0
 19 20  1  0
M  END

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: 399.46

Molecular Weight (Monoisotopic): 399.2019

AlogP: 1.02

#Rotatable Bonds: 8

Polar Surface Area: 147.03

Molecular Species: BASE

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.51

CX Basic pKa: 12.52

CX LogP: -0.65

CX LogD: -2.83

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.33

Np Likeness Score: -0.97

References

1. Krowicki K, Balzarini J, De Clercq E, Newman RA, Lown JW..  (1988)  Novel DNA groove binding alkylators: design, synthesis, and biological evaluation.,  31  (2): [PMID:2828620] [10.1021/jm00397a012]

Source

Source(1):

• Scientific Literature