(1S,17S)-20-[(1-Benzyl-1H-1,2,3-triazol-4-yl)methyl]-17-ethyl-3,13,20-triazapentacyclo[11.7.0.0(1,17).0(2,10).0(4,9)]icosa-2(10),4,6,8-tetraen-19-one

ID: ALA4592258

PubChem CID: 153284501

Max Phase: Preclinical

Molecular Formula: C29H32N6O

Molecular Weight: 480.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@]12CCCN3CCc4c([nH]c5ccccc45)[C@]31N(Cc1cn(Cc3ccccc3)nn1)C(=O)C2

Standard InChI:  InChI=1S/C29H32N6O/c1-2-28-14-8-15-33-16-13-24-23-11-6-7-12-25(23)30-27(24)29(28,33)35(26(36)17-28)20-22-19-34(32-31-22)18-21-9-4-3-5-10-21/h3-7,9-12,19,30H,2,8,13-18,20H2,1H3/t28-,29+/m0/s1

Standard InChI Key:  RASNSQALOJWHCP-URLMMPGGSA-N

Molfile:  

 
     RDKit          2D

 36 42  0  0  0  0  0  0  0  0999 V2000
   20.2759   -3.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2747   -4.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9866   -4.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9849   -3.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7014   -3.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7017   -4.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4874   -4.7011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4870   -3.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9753   -4.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6492   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8228   -2.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1335   -3.1952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0943   -4.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4392   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9556   -3.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2699   -4.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7963   -3.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2994   -4.5636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6428   -5.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8099   -5.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3625   -5.8439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2382   -5.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7959   -6.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2764   -6.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7220   -7.4923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5190   -7.2779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5641   -6.4554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4217   -8.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6075   -8.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0978   -7.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2841   -7.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9832   -8.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5060   -9.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3178   -9.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8409   -5.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6319   -5.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  2  0
  8 11  1  0
  9 17  1  0
 12 10  1  0
 10 11  1  0
 12 17  1  0
 12 15  1  0
 16 13  1  0
 13 14  1  0
 14 15  1  0
 16 17  1  0
 17 18  1  1
 18 19  1  0
 18 20  1  0
 19 21  2  0
 19 22  1  0
 22 16  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 23  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 16 35  1  6
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4592258

   ---

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: 480.62

Molecular Weight (Monoisotopic): 480.2638

AlogP: 4.44

#Rotatable Bonds: 5

Polar Surface Area: 70.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.00

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.46

Np Likeness Score: -0.20

References

1. Norwood VM, Brice-Tutt AC, Eans SO, Stacy HM, Shi G, Ratnayake R, Rocca JR, Abboud KA, Li C, Luesch H, McLaughlin JP, Huigens RW..  (2020)  Preventing Morphine-Seeking Behavior through the Re-Engineering of Vincamine's Biological Activity.,  63  (10): [PMID:31913038] [10.1021/acs.jmedchem.9b01924]

Source

Source(1):

• Scientific Literature