1-[5-Eth-(Z)-ylidene-5H-dibenzo[a,d]cyclohepten-10-yl]-4-methyl-piperazine

ID: ALA90977

PubChem CID: 44323890

Max Phase: Preclinical

Molecular Formula: C22H24N2

Molecular Weight: 316.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C1/c2ccccc2C=C(N2CCN(C)CC2)c2ccccc21

Standard InChI:  InChI=1S/C22H24N2/c1-3-18-19-9-5-4-8-17(19)16-22(21-11-7-6-10-20(18)21)24-14-12-23(2)13-15-24/h3-11,16H,12-15H2,1-2H3/b18-3-

Standard InChI Key:  DISSGPVGANAWAA-ZUWFHJRGSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    4.2917   -1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8042   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -2.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9625   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000   -4.1167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875    0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -2.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0792   -3.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -3.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7167   -3.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042   -1.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417    0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5042   -4.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042    1.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -0.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0250   -0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5667   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  1  2  0
  4  1  1  0
  5  4  2  0
  6  1  1  0
  7  8  1  0
  8  3  1  0
  9 13  1  0
 10  2  2  0
 11  6  1  0
 12  6  1  0
 13 12  1  0
 14 11  1  0
 15  5  1  0
 16  4  1  0
 17  7  2  0
 18  8  2  0
 19  9  1  0
 20 10  1  0
 21 16  2  0
 22 21  1  0
 23 24  2  0
 24 18  1  0
  9 14  1  0
  7  2  1  0
 22 15  2  0
 23 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA90977

   1-[(2Z)-2-ethylidene-9-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl]-4-methylpiperazine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 316.45

Molecular Weight (Monoisotopic): 316.1939

AlogP: 4.20

#Rotatable Bonds: 1

Polar Surface Area: 6.48

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.63

CX LogP: 4.17

CX LogD: 3.74

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: 0.07

References

1. Phillips ST, de Paulis T, Baron BM, Siegel BW, Seeman P, Van Tol HH, Guan HC, Smith HE..  (1994)  Binding of 5H-dibenzo[b,e][1,4]diazepine and chiral 5H-dibenzo[a,d]cycloheptene analogues of clozapine to dopamine and serotonin receptors.,  37  (17): [PMID:8064797] [10.1021/jm00043a008]

Source

Source(1):

• Scientific Literature