O-((41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-yl)methyl cyclohexylcarbamothioate

ID: ALA4642086

PubChem CID: 156016212

Max Phase: Preclinical

Molecular Formula: C27H35N3OS

Molecular Weight: 449.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@]12C=C(COC(=S)NC3CCCCC3)n3c4c(c5ccccc53)CCN(CCC1)[C@H]42

Standard InChI:  InChI=1S/C27H35N3OS/c1-2-27-14-8-15-29-16-13-22-21-11-6-7-12-23(21)30(24(22)25(27)29)20(17-27)18-31-26(32)28-19-9-4-3-5-10-19/h6-7,11-12,17,19,25H,2-5,8-10,13-16,18H2,1H3,(H,28,32)/t25-,27+/m1/s1

Standard InChI Key:  NOTHFSPZIZCNBI-VPUSJEBWSA-N

Molfile:  

 
     RDKit          2D

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   18.5114   -9.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7972   -8.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5158  -11.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2222  -11.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9421  -11.1483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7871   -9.4911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.7954  -11.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5080  -12.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2259  -11.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5088  -11.1499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2269  -12.3904    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.7926  -11.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0782  -11.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0778  -12.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7980  -12.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
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  5 14  1  0
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  7 22  1  6
  8 23  1  6
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 15 25  1  0
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 26 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4642086

   ---

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: 449.66

Molecular Weight (Monoisotopic): 449.2501

AlogP: 5.81

#Rotatable Bonds: 4

Polar Surface Area: 29.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.61

CX Basic pKa: 7.06

CX LogP: 5.75

CX LogD: 5.69

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.60

Np Likeness Score: 0.42

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]

Source

Source(1):

• Scientific Literature