1-((S)-2-aminopropyl)-1H-indazol-6-ol

ID: ALA371300

PubChem CID: 135453290

Max Phase: Preclinical

Molecular Formula: C10H13N3O

Molecular Weight: 191.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](N)Cn1ncc2ccc(O)cc21

Standard InChI:  InChI=1S/C10H13N3O/c1-7(11)6-13-10-4-9(14)3-2-8(10)5-12-13/h2-5,7,14H,6,11H2,1H3/t7-/m0/s1

Standard InChI Key:  WBYHTZYHAFNBKW-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  1  0  0  0  0  0999 V2000
    7.6393   -4.8288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4243   -4.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6406   -3.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0290   -4.3263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1137   -5.1476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3602   -5.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8077   -4.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837   -4.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717   -4.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837   -3.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8077   -3.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198   -4.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075   -3.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717   -2.7282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  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
  4 12  1  0
  7 12  1  0
  2 13  1  0
 10 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA371300

   ---

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: 191.23

Molecular Weight (Monoisotopic): 191.1059

AlogP: 1.09

#Rotatable Bonds: 2

Polar Surface Area: 64.07

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.28

CX Basic pKa: 10.00

CX LogP: -0.06

CX LogD: -1.53

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.75

Np Likeness Score: -0.70

References

1. May JA, Dantanarayana AP, Zinke PW, McLaughlin MA, Sharif NA..  (2006)  1-((S)-2-aminopropyl)-1H-indazol-6-ol: a potent peripherally acting 5-HT2 receptor agonist with ocular hypotensive activity.,  49  (1): [PMID:16392816] [10.1021/jm050663x]

Source

Source(1):

• Scientific Literature