1(2-Amino-4',5-dihydroxy phenyl)-1-aminomethylcyclopentane Dihydrobromide

ID: ALA3273180

PubChem CID: 90678002

Max Phase: Preclinical

Molecular Formula: C12H19BrN2O2

Molecular Weight: 222.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.NCC1(c2cc(O)c(O)cc2N)CCCC1

Standard InChI:  InChI=1S/C12H18N2O2.BrH/c13-7-12(3-1-2-4-12)8-5-10(15)11(16)6-9(8)14;/h5-6,15-16H,1-4,7,13-14H2;1H

Standard InChI Key:  GNKIGAUBOKXOGO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   22.0982  -10.3420    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   19.0712   -9.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7454   -8.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5034   -8.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6759   -7.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4130   -8.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9311   -9.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9300  -10.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6447  -10.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3612  -10.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3584   -9.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6430   -9.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2166   -9.2747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2153  -10.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0763  -10.9252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7872   -9.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5000   -9.2629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  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
  7 13  1  0
  8 14  1  0
 10 15  1  0
 11  2  1  0
  2 16  1  0
 16 17  1  0
M  END

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: 222.29

Molecular Weight (Monoisotopic): 222.1368

AlogP: 1.45

#Rotatable Bonds: 2

Polar Surface Area: 92.50

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.06

CX Basic pKa: 9.33

CX LogP: 0.66

CX LogD: -0.92

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.35

Np Likeness Score: 0.95

References

1. Borchardt RT, Smissman EE, Nerland D, Reid JR..  (1976)  Catechol O-methyltransferase. 7. Affinity labeling with the oxidation products of 6-aminodopamine.,  19  (1): [PMID:1246049] [10.1021/jm00223a007]

Source

Source(1):

• Scientific Literature