SID7972061

ID: ALA1604758

PubChem CID: 2883124

Max Phase: Preclinical

Molecular Formula: C15H15NO5

Molecular Weight: 289.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(NC(=O)C2CC=CCC2C(=O)O)cc1

Standard InChI:  InChI=1S/C15H15NO5/c17-13(11-3-1-2-4-12(11)15(20)21)16-10-7-5-9(6-8-10)14(18)19/h1-2,5-8,11-12H,3-4H2,(H,16,17)(H,18,19)(H,20,21)

Standard InChI Key:  UCJZOPGTBSDHOE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    0.6992   -2.4789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -4.1289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4136   -2.8914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442    1.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    1.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298   -2.4789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153   -3.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6992   -4.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153   -2.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298   -1.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298   -4.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4136   -3.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298   -0.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6992   -4.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442   -1.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153   -1.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4442   -0.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153   -0.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298   -4.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153   -5.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298    0.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0
  2 12  2  0
  3 12  1  0
  4 21  2  0
  5 21  1  0
  6  9  1  0
  6 10  1  0
  7  8  1  0
  7  9  1  0
  7 11  1  0
  8 12  1  0
  8 14  1  0
 10 15  2  0
 10 16  1  0
 11 19  1  0
 13 17  2  0
 13 18  1  0
 13 21  1  0
 14 20  1  0
 15 17  1  0
 16 18  2  0
 19 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604758

   4-[(6-Carboxycyclohex-3-ene-1-carbonyl)amino]benzoic acid

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: 289.29

Molecular Weight (Monoisotopic): 289.0950

AlogP: 1.99

#Rotatable Bonds: 4

Polar Surface Area: 103.70

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.74

CX Basic pKa: ┄

CX LogP: 1.84

CX LogD: -4.40

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -0.67

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays