N-[3-[3-(3,4-Dichlorophenyl)ureido]propyl]-4-methoxybenzenesulfonamide

ID: ALA4558529

PubChem CID: 89717872

Max Phase: Preclinical

Molecular Formula: C17H19Cl2N3O4S

Molecular Weight: 432.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)NCCCNC(=O)Nc2ccc(Cl)c(Cl)c2)cc1

Standard InChI:  InChI=1S/C17H19Cl2N3O4S/c1-26-13-4-6-14(7-5-13)27(24,25)21-10-2-9-20-17(23)22-12-3-8-15(18)16(19)11-12/h3-8,11,21H,2,9-10H2,1H3,(H2,20,22,23)

Standard InChI Key:  UBPMOAODMPNQIR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    4.1602   -3.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7558   -3.0913    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3468   -3.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0471   -2.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4625   -2.6834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1718   -3.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779   -2.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0453   -1.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375   -1.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6336   -1.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6420   -2.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3504   -3.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5872   -3.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2933   -2.6728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0026   -3.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7087   -2.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0056   -3.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4180   -3.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4187   -3.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1271   -4.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8342   -3.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8285   -3.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1195   -2.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5332   -2.6483    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.5440   -4.2884    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9156   -0.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  4  1  0
 10 13  1  0
  7 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 23 25  1  0
 22 26  1  0
 13 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558529

   1-(3,4-Dichlorophenyl)-3-[3-[(4-methoxyphenyl)sulfonylamino]propyl]urea

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: 432.33

Molecular Weight (Monoisotopic): 431.0473

AlogP: 3.49

#Rotatable Bonds: 8

Polar Surface Area: 96.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.45

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -1.93

References

1.  (2014)  Serine racemase inhibitor, 

Source

Source(1):

• Patent Bioactivity Data