(6-((5-Phenylpentyl)(pyridine-3-ylsulfonyl)aminomethyl)pyridin-2-ylamino)acetic Acid Hydrochloride

ID: ALA4539881

PubChem CID: 155550015

Max Phase: Preclinical

Molecular Formula: C24H29ClN4O4S

Molecular Weight: 468.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)CNc1cccc(CN(CCCCCc2ccccc2)S(=O)(=O)c2cccnc2)n1

Standard InChI:  InChI=1S/C24H28N4O4S.ClH/c29-24(30)18-26-23-14-7-12-21(27-23)19-28(33(31,32)22-13-8-15-25-17-22)16-6-2-5-11-20-9-3-1-4-10-20;/h1,3-4,7-10,12-15,17H,2,5-6,11,16,18-19H2,(H,26,27)(H,29,30);1H

Standard InChI Key:  QQJZPADQYZVVOQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 35  0  0  0  0  0  0  0  0999 V2000
   33.8250  -10.8723    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.1182  -12.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2932  -12.7030    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.7078  -13.4181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1567  -13.1259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1555  -13.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8709  -14.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5838  -13.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5809  -13.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8691  -12.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2914  -11.8800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0048  -11.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5748  -11.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5716  -10.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2870  -10.2319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8553   -9.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8617  -10.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5670   -8.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2812   -9.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9941   -8.9909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7113   -9.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4241   -8.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1414   -9.3897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4196   -8.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7193  -11.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4337  -11.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1482  -11.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8627  -11.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5772  -11.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5772  -12.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2917  -13.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0061  -12.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0061  -11.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2916  -11.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9  3  1  0
  3 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 19  1  0
 18 16  1  0
 16 17  2  0
 17 14  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 12 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 34  2  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
M  END

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: 468.58

Molecular Weight (Monoisotopic): 468.1831

AlogP: 3.58

#Rotatable Bonds: 13

Polar Surface Area: 112.49

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.04

CX Basic pKa: 5.67

CX LogP: 1.27

CX LogD: -0.04

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.36

References

1. Iwamura R, Tanaka M, Okanari E, Kirihara T, Odani-Kawabata N, Shams N, Yoneda K..  (2018)  Identification of a Selective, Non-Prostanoid EP2 Receptor Agonist for the Treatment of Glaucoma: Omidenepag and its Prodrug Omidenepag Isopropyl.,  61  (15): [PMID:29995405] [10.1021/acs.jmedchem.8b00808]

Source

Source(1):

• Scientific Literature