(S)-N-(((R)-5-(4-(dimethylamino)piperidin-1-yl)-1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)-N-methyl-5,6,7,8-tetrahydroquinolin-8-amine

ID: ALA4876951

PubChem CID: 146398482

Max Phase: Preclinical

Molecular Formula: C27H39N5

Molecular Weight: 433.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C1CCN(c2cccc3c2C[C@H](CN(C)[C@H]2CCCc4cccnc42)NC3)CC1

Standard InChI:  InChI=1S/C27H39N5/c1-30(2)23-12-15-32(16-13-23)25-10-5-8-21-18-29-22(17-24(21)25)19-31(3)26-11-4-7-20-9-6-14-28-27(20)26/h5-6,8-10,14,22-23,26,29H,4,7,11-13,15-19H2,1-3H3/t22-,26+/m1/s1

Standard InChI Key:  CRZQSSHPSOLJFR-GJZUVCINSA-N

Molfile:  

 
     RDKit          2D

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   17.4969  -12.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2049  -13.3914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.6230  -11.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6184  -14.2130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9095  -14.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9072  -15.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1973  -15.8413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5977  -18.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3091  -17.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3106  -17.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0196  -16.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3249  -14.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7230  -17.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4297  -16.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4364  -15.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7300  -15.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0171  -15.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1468  -15.4582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8518  -15.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1523  -14.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4  1  1  0
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  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
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  7 11  1  6
 11 12  1  0
 13 12  1  1
 13 14  1  0
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 17 18  2  0
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 20 21  1  0
 21 22  2  0
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 22 23  1  0
 11 24  1  0
 23 25  1  0
 23 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876951

   ---

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: 433.64

Molecular Weight (Monoisotopic): 433.3205

AlogP: 3.64

#Rotatable Bonds: 5

Polar Surface Area: 34.64

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.83

CX LogP: 3.51

CX LogD: -0.29

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.78

Np Likeness Score: -0.62

References

1. Nguyen HH, Tahirovic YA, Truax VM, Wilson RJ, Jecs E, Miller EJ, Kim MB, Akins NS, Xu L, Jiang Y, Wang T, Sum CS, Cvijic ME, Schroeder GM, Wilson LJ, Liotta DC..  (2021)  Amino-Heterocycle Tetrahydroisoquinoline CXCR4 Antagonists with Improved ADME Profiles via Late-Stage Buchwald Couplings.,  12  (10.0): [PMID:34676043] [10.1021/acsmedchemlett.1c00449]

Source

Source(1):

• Scientific Literature