NA

ID: ALA4642588

PubChem CID: 11045023

Max Phase: Preclinical

Molecular Formula: C20H25N3

Molecular Weight: 307.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@]12C=C(CN)n3c4c(c5ccccc53)CCN(CCC1)[C@H]42

Standard InChI:  InChI=1S/C20H25N3/c1-2-20-9-5-10-22-11-8-16-15-6-3-4-7-17(15)23(14(12-20)13-21)18(16)19(20)22/h3-4,6-7,12,19H,2,5,8-11,13,21H2,1H3/t19-,20+/m1/s1

Standard InChI Key:  DKDARGJYBMQJOC-UXHICEINSA-N

Molfile:  

 
     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
   17.9433   -3.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3539   -3.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6486   -3.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9433   -4.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2444   -6.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9497   -6.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6447   -5.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6549   -6.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3582   -6.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0558   -6.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0456   -5.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3377   -4.8039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2449   -5.2246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5372   -6.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6904   -4.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1622   -3.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8239   -3.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0141   -2.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5437   -3.6100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8846   -4.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6386   -4.3996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.6468   -6.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3505   -7.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5381   -7.2611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  1  3  1  0
 12  2  1  0
  2  3  1  0
  7  4  1  0
 13  5  1  0
  5  6  2  0
  6  8  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 13  4  1  0
  1 16  1  0
 15 13  1  0
  5 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 21  1  6
  8 22  1  6
 22 23  1  0
 14 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4642588

   [(15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaen-17-yl]methanamine

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: 307.44

Molecular Weight (Monoisotopic): 307.2048

AlogP: 3.54

#Rotatable Bonds: 2

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: 9.10

CX LogP: 2.75

CX LogD: 0.86

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.92

Np Likeness Score: 0.91

References

1. Pan BW, Shi Y, Li WC, Wang Q, Pan M, Wu Q, Fu HZ..  (2020)  Synthesis and biological evaluation of Vinpocetine derivatives.,  30  (2): [PMID:31859156] [10.1016/j.bmcl.2019.05.052]

2. Wang J,Lv X,Xu J,Liu X,Du T,Sun G,Chen J,Shen X,Wang J,Hu L.  (2020)  Design, synthesis and biological evaluation of vincamine derivatives as potential pancreatic β-cells protective agents for the treatment of type 2 diabetes mellitus.,  188  [PMID:31918073] [10.1016/j.ejmech.2019.111976]

Source

Source(1):

• Scientific Literature