5-(benzo[d][1,3]dioxol-5-ylmethylamino)-2-chlorobenzoic acid

ID: ALA4785151

Cas Number: 879072-55-6

PubChem CID: 6502008

Max Phase: Preclinical

Molecular Formula: C15H12ClNO4

Molecular Weight: 305.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(NCc2ccc3c(c2)OCO3)ccc1Cl

Standard InChI:  InChI=1S/C15H12ClNO4/c16-12-3-2-10(6-11(12)15(18)19)17-7-9-1-4-13-14(5-9)21-8-20-13/h1-6,17H,7-8H2,(H,18,19)

Standard InChI Key:  BMIYEVAGCCWWIP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   31.6432   -2.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3528   -2.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3500   -1.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6414   -1.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0612   -2.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7683   -2.2366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4766   -2.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4733   -3.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1808   -3.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8888   -3.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8849   -2.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1768   -2.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5931   -2.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3029   -2.6273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5889   -1.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9351   -2.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9364   -1.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1602   -1.1692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6792   -1.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1582   -2.4904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5978   -3.8657    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 16  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 17  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 13 14  1  0
 13 15  2  0
 11 13  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
 10 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4785151

   5-[(1,3-Benzodioxol-5-ylmethyl)amino]-2-chlorobenzoic acid

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: 305.72

Molecular Weight (Monoisotopic): 305.0455

AlogP: 3.38

#Rotatable Bonds: 4

Polar Surface Area: 67.79

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.98

CX Basic pKa: 4.07

CX LogP: 2.44

CX LogD: -0.23

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.91

Np Likeness Score: -1.01

References

1. Tian W,Guo J,Zhang Q,Fang S,Zhou R,Hu J,Wang M,Zhang Y,Guo JM,Chen Z,Zhu J,Zheng C.  (2021)  The discovery of novel small molecule allosteric activators of aldehyde dehydrogenase 2.,  212  [PMID:33383258] [10.1016/j.ejmech.2020.113119]

Source

Source(1):

• Scientific Literature