5-(3,4-dichlorobenzylamino)-2-morpholinobenzoic acid

ID: ALA4780679

PubChem CID: 4727964

Max Phase: Preclinical

Molecular Formula: C18H18Cl2N2O3

Molecular Weight: 381.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(NCc2ccc(Cl)c(Cl)c2)ccc1N1CCOCC1

Standard InChI:  InChI=1S/C18H18Cl2N2O3/c19-15-3-1-12(9-16(15)20)11-21-13-2-4-17(14(10-13)18(23)24)22-5-7-25-8-6-22/h1-4,9-10,21H,5-8,11H2,(H,23,24)

Standard InChI Key:  QAIUPRWIUZENKT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.2895   -1.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2883   -2.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9964   -2.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7060   -2.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7032   -1.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9946   -1.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5769   -2.8395    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.5779   -1.2067    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.4144   -2.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1214   -2.4306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8298   -2.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8265   -3.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5340   -4.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2420   -3.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2381   -2.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5300   -2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9463   -2.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6561   -2.8213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9421   -1.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9510   -4.0596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9481   -4.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6530   -5.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3635   -4.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3646   -4.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6551   -3.6504    0.0000 C   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
  2  7  1  0
  1  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  1  0
 17 19  2  0
 15 17  1  0
 14 20  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780679

   5-[(3,4-Dichlorobenzyl)amino]-2-(4-morpholinyl)benzoic 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: 381.26

Molecular Weight (Monoisotopic): 380.0694

AlogP: 4.14

#Rotatable Bonds: 5

Polar Surface Area: 61.80

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.26

CX Basic pKa: 6.13

CX LogP: 2.95

CX LogD: 1.78

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.82

Np Likeness Score: -1.62

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