N-[2,5-Diethoxy-4-(3-p-tolyl-ureidomethyl)-phenyl]-methanesulfonamide

ID: ALA3593817

PubChem CID: 122182192

Max Phase: Preclinical

Molecular Formula: C20H27N3O5S

Molecular Weight: 421.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(NS(C)(=O)=O)c(OCC)cc1CNC(=O)Nc1ccc(C)cc1

Standard InChI:  InChI=1S/C20H27N3O5S/c1-5-27-18-12-17(23-29(4,25)26)19(28-6-2)11-15(18)13-21-20(24)22-16-9-7-14(3)8-10-16/h7-12,23H,5-6,13H2,1-4H3,(H2,21,22,24)

Standard InChI Key:  ADBBUKZUEBEVEK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -3.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003   -1.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990   -0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4990   -0.7410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2024   -2.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003    1.4978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990    0.7455    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969   -0.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395    1.3434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9371    0.1435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3064   -4.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064    4.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8003   -1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0994   -0.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3984   -1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3985   -2.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0994   -3.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8004   -2.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4377   -3.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  6  7  1  0
  9 10  1  0
  3  9  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  2  0
  8 21  1  0
 10 22  1  0
 14 23  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
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3593817

   ---

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: 421.52

Molecular Weight (Monoisotopic): 421.1671

AlogP: 3.49

#Rotatable Bonds: 9

Polar Surface Area: 105.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.29

CX Basic pKa: ┄

CX LogP: 2.11

CX LogD: 1.81

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.72

References

1. Du Y, Ling H, Zhang M, Shen J, Li Q..  (2015)  Discovery of novel, potent, selective and cellular active ADC type PTP1B inhibitors via fragment-docking-oriented de novel design.,  23  (15): [PMID:26100442] [10.1016/j.bmc.2015.05.032]

Source

Source(1):

• Scientific Literature