2-(2-(3-aminopropoxy)phenyl)-5-ureidothiazole-4-carboxamide

ID: ALA2425622

PubChem CID: 73356862

Max Phase: Preclinical

Molecular Formula: C14H17N5O3S

Molecular Weight: 335.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCOc1ccccc1-c1nc(C(N)=O)c(NC(N)=O)s1

Standard InChI:  InChI=1S/C14H17N5O3S/c15-6-3-7-22-9-5-2-1-4-8(9)12-18-10(11(16)20)13(23-12)19-14(17)21/h1-2,4-5H,3,6-7,15H2,(H2,16,20)(H3,17,19,21)

Standard InChI Key:  PKFJDHLKWYXBAC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   16.5323  -11.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5311  -12.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2392  -12.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9488  -12.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9460  -11.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2374  -11.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6518  -11.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3995  -11.4230    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.9441  -10.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5328  -10.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7341  -10.2805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8638   -9.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6761   -9.2689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3809   -8.6981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7571  -10.8960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0923  -11.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9053  -11.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6145  -12.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2349  -10.2848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5260   -9.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5236   -9.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8146   -8.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8122   -7.8374    0.0000 N   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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  5  7  1  0
 12 13  1  0
 12 14  2  0
 10 12  1  0
  9 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2425622

   2-[2-(3-Aminopropoxy)phenyl]-5-(carbamoylamino)-1,3-thiazole-4-carboxamide

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: 335.39

Molecular Weight (Monoisotopic): 335.1052

AlogP: 1.13

#Rotatable Bonds: 7

Polar Surface Area: 146.35

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.09

CX Basic pKa: 9.94

CX LogP: -0.49

CX LogD: -1.17

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -1.05

References

1. Hendrickx R, Johansson JG, Lohmann C, Jenvert RM, Blomgren A, Börjesson L, Gustavsson L..  (2013)  Identification of novel substrates and structure-activity relationship of cellular uptake mediated by human organic cation transporters 1 and 2.,  56  (18): [PMID:23984907] [10.1021/jm400966v]

Source

Source(1):

• Scientific Literature