ethyl 4-(3-((1H-pyrazol-4-yl)methyl)ureido)benzoate

ID: ALA4873308

PubChem CID: 135222907

Max Phase: Preclinical

Molecular Formula: C14H16N4O3

Molecular Weight: 288.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(NC(=O)NCc2cn[nH]c2)cc1

Standard InChI:  InChI=1S/C14H16N4O3/c1-2-21-13(19)11-3-5-12(6-4-11)18-14(20)15-7-10-8-16-17-9-10/h3-6,8-9H,2,7H2,1H3,(H,16,17)(H2,15,18,20)

Standard InChI Key:  NEVXGUUUALFVOM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    3.5213  -22.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275  -21.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9367  -22.1749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6429  -21.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3521  -22.1695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0583  -21.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398  -20.9464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7636  -22.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4692  -21.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4666  -20.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7524  -20.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0496  -20.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1722  -20.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8820  -20.9301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5876  -20.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2974  -20.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1680  -19.7079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7700  -21.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2255  -22.4590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368  -23.1653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354  -22.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  2  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  6  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13 17  2  0
  1 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  1  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873308

   ---

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: 288.31

Molecular Weight (Monoisotopic): 288.1222

AlogP: 1.91

#Rotatable Bonds: 5

Polar Surface Area: 96.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.74

CX Basic pKa: 2.41

CX LogP: 1.49

CX LogD: 1.49

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.73

Np Likeness Score: -1.87

References

1. Pinkerton AB, Sessions EH, Hershberger P, Maloney PR, Peddibhotla S, Hopf M, Sergienko E, Ma CT, Smith LH, Jackson MR, Tanaka J, Tsuji T, Akiu M, Cohen SE, Nakamura T, Gardell SJ..  (2021)  Optimization of a urea-containing series of nicotinamide phosphoribosyltransferase (NAMPT) activators.,  41  [PMID:33798699] [10.1016/j.bmcl.2021.128007]

Source

Source(1):

• Scientific Literature