2N-(3-amino-3-imminopropyl)-4-(4-dichloromethylcarboxamido-1-methyl-1H-2-pyrrolylcarboxamido)-1-methyl-1H-2-pyrrolecarboxamide; tetramethylammonium sulfate

ID: ALA332748

PubChem CID: 145948170

Max Phase: Preclinical

Molecular Formula: C25H42Cl2N8O7S

Molecular Weight: 572.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[N+](CC)(CC)CC.Cn1cc(NC(=O)c2cc(NC(=O)C(Cl)Cl)cn2C)cc1C(=O)NCCC(=N)N.O=S(=O)([O-])O

Standard InChI:  InChI=1S/C17H21Cl2N7O3.C8H20N.H2O4S/c1-25-7-9(5-11(25)15(27)22-4-3-13(20)21)23-16(28)12-6-10(8-26(12)2)24-17(29)14(18)19;1-5-9(6-2,7-3)8-4;1-5(2,3)4/h5-8,14H,3-4H2,1-2H3,(H3,20,21)(H,22,27)(H,23,28)(H,24,29);5-8H2,1-4H3;(H2,1,2,3,4)/q;+1;/p-1

Standard InChI Key:  PUVMTAQBPHSWPD-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 43 42  0  0  0  0  0  0  0  0999 V2000
   12.6042   -5.1042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8917   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6042   -5.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3792   -4.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3167   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1792   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9667   -3.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0292   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8917   -6.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -6.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917   -7.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -6.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2167   -7.6375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -6.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8042   -6.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -5.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6292   -6.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -6.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -7.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583   -5.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -6.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6792   -7.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -4.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792   -6.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4667   -6.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958   -5.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -7.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -4.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6792   -6.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8417   -8.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2917   -6.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6417   -7.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208   -5.8875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -6.4667    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.0667   -7.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -7.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2167   -8.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1417   -6.9292    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.1292   -7.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1292   -6.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3167   -6.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9667   -6.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  1  1  0
  6  2  1  0
  7  4  1  0
  8  5  1  0
  9  3  1  0
 11 18  2  0
 12 10  1  0
 13 20  1  0
 14 10  1  0
 15 22  1  0
 16 17  1  0
 17 10  2  0
 18 15  1  0
 19 12  1  0
 20 15  2  0
 21 24  1  0
 22 14  1  0
 23 11  1  0
 24 16  1  0
 25 26  2  0
 26 30  1  0
 27 21  1  0
 28 14  2  0
 29 21  2  0
 30 36  1  0
 31 23  2  0
 32 23  1  0
 33 26  1  0
 34 27  1  0
 35 27  1  0
 36 32  1  0
 37 12  1  0
 38 13  1  0
 19 16  2  0
 11 13  1  0
 40 39  1  0
 41 39  1  0
 42 39  2  0
 43 39  2  0
M  CHG  2   1   1  41  -1
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: 572.56

Molecular Weight (Monoisotopic): 571.2673

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

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