cis-(1-(1-(4-Isopropylcyclohexyl)piperidin-4-yl)-1H-indol-3-yl)methanamine

ID: ALA4548515

PubChem CID: 134563655

Max Phase: Preclinical

Molecular Formula: C23H35N3

Molecular Weight: 353.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H]1CC[C@@H](N2CCC(n3cc(CN)c4ccccc43)CC2)CC1

Standard InChI:  InChI=1S/C23H35N3/c1-17(2)18-7-9-20(10-8-18)25-13-11-21(12-14-25)26-16-19(15-24)22-5-3-4-6-23(22)26/h3-6,16-18,20-21H,7-15,24H2,1-2H3/t18-,20+

Standard InChI Key:  IPYIZXVSNKMLOX-PUZFROQSSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   18.5531   -4.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1943   -3.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9045   -3.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8656   -3.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0851   -3.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5085   -2.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7165   -2.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5041   -3.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0821   -4.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5916   -5.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9026   -5.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9400   -6.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6650   -6.8665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3581   -6.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3221   -5.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7069   -7.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0121   -8.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0464   -8.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7741   -9.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4647   -8.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4319   -8.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8073  -10.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1127  -10.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5352  -10.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3520   -2.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1679   -2.4924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  1  0
  2  3  2  0
  3  5  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  1 10  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 16 13  1  6
 19 22  1  6
 22 23  1  0
 22 24  1  0
  3 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548515

   ---

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: 353.55

Molecular Weight (Monoisotopic): 353.2831

AlogP: 4.95

#Rotatable Bonds: 4

Polar Surface Area: 34.19

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.40

CX LogP: 4.27

CX LogD: -0.57

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -0.30

References

1. Kamakolanu UG, Meyer ME, Yasuda D, Polgar WE, Marti M, Mercatelli D, Pisanò CA, Brugnoli A, Morari M, Zaveri NT..  (2020)  Discovery and Structure-Activity Relationships of Nociceptin Receptor Partial Agonists That Afford Symptom Ablation in Parkinson's Disease Models.,  63  (5): [PMID:31951130] [10.1021/acs.jmedchem.9b02134]

Source

Source(1):

• Scientific Literature