(6aR,9S)-9-(4-methoxyphenyl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline maleate

ID: ALA3245284

PubChem CID: 90672164

Max Phase: Preclinical

Molecular Formula: C26H26N2O5

Molecular Weight: 330.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@H]2C=C3c4cccc5[nH]cc(c45)C[C@H]3N(C)C2)cc1.O=C(O)/C=C\C(=O)O

Standard InChI:  InChI=1S/C22H22N2O.C4H4O4/c1-24-13-16(14-6-8-17(25-2)9-7-14)10-19-18-4-3-5-20-22(18)15(12-23-20)11-21(19)24;5-3(6)1-2-4(7)8/h3-10,12,16,21,23H,11,13H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t16-,21-;/m1./s1

Standard InChI Key:  MRTCCSXPTRVSSH-HYTRZONSSA-N

Molfile:  

     RDKit          2D

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   10.1186   -8.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2990   -8.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8169   -7.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8111   -9.1170    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8006   -5.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7987   -5.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0893   -4.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3858   -5.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0860   -3.7910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920   -3.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 21 25  1  0
 23 26  1  1
 20 27  1  1
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 30 31  1  0
 31 32  2  0
 32 26  1  0
 30 33  1  0
 33 34  1  0
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: 330.43

Molecular Weight (Monoisotopic): 330.1732

AlogP: 4.21

#Rotatable Bonds: 2

Polar Surface Area: 28.26

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.42

CX LogP: 3.89

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: 0.84

References

1. Bach NJ, Kornfeld EC, Dorman DE..  (1977)  Synthesis and biological activity of 8-arylergolines.,  20  (8): [PMID:561190] [10.1021/jm00218a025]

Source

Source(1):

• Scientific Literature