N-Cyclohexyl-4-[8-fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-N-phenyl-butyramide; hydriodide

ID: ALA537239

PubChem CID: 45263811

Max Phase: Preclinical

Molecular Formula: C33H38F2IN3O

Molecular Weight: 529.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  I.O=C(CCCN1CC[C@H]2[C@H](C1)c1cc(F)ccc1N2c1ccc(F)cc1)N(c1ccccc1)C1CCCCC1

Standard InChI:  InChI=1S/C33H37F2N3O.HI/c34-24-13-16-28(17-14-24)38-31-18-15-25(35)22-29(31)30-23-36(21-19-32(30)38)20-7-12-33(39)37(26-8-3-1-4-9-26)27-10-5-2-6-11-27;/h1,3-4,8-9,13-18,22,27,30,32H,2,5-7,10-12,19-21,23H2;1H/t30-,32+;/m1./s1

Standard InChI Key:  YIUXRWWGSGELPL-YJMJPULGSA-N

Molfile:  

     RDKit          2D

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  -10.2076    6.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9730    1.7915    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2338   -1.6045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
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  9 29  1  0
 28 30  1  0
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  3 41  1  1
  4 42  1  6
M  END

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: 529.68

Molecular Weight (Monoisotopic): 529.2905

AlogP: 7.42

#Rotatable Bonds: 7

Polar Surface Area: 26.79

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.28

CX LogP: 6.69

CX LogD: 5.76

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.32

Np Likeness Score: -1.29

References

1. Sarges R, Howard HR, Donahue KM, Welch WM, Dominy BW, Weissman A, Koe BK, Bordner J..  (1986)  Neuroleptic activity of chiral trans-hexahydro-gamma-carbolines.,  29  (1): [PMID:3941416] [10.1021/jm00151a002]

Source

Source(1):

• Scientific Literature