Dizocilpine; ((+)-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten- 5,10-imine maleate

ID: ALA4519772

PubChem CID: 6442441

Max Phase: Preclinical

Molecular Formula: C20H19NO4

Molecular Weight: 221.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]12N[C@H](Cc3ccccc31)c1ccccc12.O=C(O)/C=C/C(=O)O

Standard InChI:  InChI=1S/C16H15N.C4H4O4/c1-16-13-8-4-2-6-11(13)10-15(17-16)12-7-3-5-9-14(12)16;5-3(6)1-2-4(7)8/h2-9,15,17H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t15-,16+;/m1./s1

Standard InChI Key:  QLTXKCWMEZIHBJ-CXGSIYSVSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   38.5979  -15.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3056  -15.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0133  -15.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7211  -15.5002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0133  -16.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8902  -15.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1825  -15.9088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8902  -14.6830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4961  -14.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2975  -14.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7845  -16.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7563  -15.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5336  -16.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0931  -16.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8756  -16.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0980  -15.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5360  -15.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0781  -16.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9536  -15.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2029  -14.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5758  -15.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7028  -16.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4535  -16.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7997  -15.6105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7971  -17.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7020  -14.0041    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  1  6  1  0
  6  7  1  0
  6  8  2  0
  9 10  1  0
 10 12  1  0
  9 19  1  0
 13 11  1  0
 18 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 10 24  1  0
 11 24  1  0
 11 25  1  1
 10 26  1  1
M  END

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: 221.30

Molecular Weight (Monoisotopic): 221.1204

AlogP: 3.15

#Rotatable Bonds: ┄

Polar Surface Area: 12.03

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.02

CX LogP: 3.31

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.72

Np Likeness Score: 1.10

References

1. Luo Y, Tang H, Li H, Zhao R, Huang Q, Liu J..  (2019)  Recent advances in the development of neuroprotective agents and therapeutic targets in the treatment of cerebral ischemia.,  162  [PMID:30445263] [10.1016/j.ejmech.2018.11.014]

Source

Source(1):

• Scientific Literature