1-(((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)-3-phenylthiourea

ID: ALA4646556

PubChem CID: 156019583

Max Phase: Preclinical

Molecular Formula: C27H30N4S

Molecular Weight: 442.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@]12C=C(CNC(=S)Nc3ccccc3)n3c4c(c5ccccc53)CCN(CCC1)[C@H]42

Standard InChI:  InChI=1S/C27H30N4S/c1-2-27-14-8-15-30-16-13-22-21-11-6-7-12-23(21)31(24(22)25(27)30)20(17-27)18-28-26(32)29-19-9-4-3-5-10-19/h3-7,9-12,17,25H,2,8,13-16,18H2,1H3,(H2,28,29,32)/t25-,27+/m1/s1

Standard InChI Key:  VZDPVDKCYZRUQJ-VPUSJEBWSA-N

Molfile:  

 
     RDKit          2D

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   28.2811  -10.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5758  -10.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8705  -11.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.5821  -12.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2853  -12.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9830  -12.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9728  -11.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.5658  -10.9619    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.5740  -13.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2777  -13.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4653  -13.8234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7580  -14.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0499  -13.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7589  -15.0499    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.3426  -14.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6375  -13.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9308  -14.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9312  -15.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6444  -15.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3482  -15.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  1  3  1  0
 12  2  1  0
  2  3  1  0
  7  4  1  0
 13  5  1  0
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  7 12  1  0
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  9 10  1  0
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 13  4  1  0
  1 16  1  0
 15 13  1  0
  5 14  1  0
 15 16  2  0
 16 17  1  0
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 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 21  1  6
  8 22  1  6
 22 23  1  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4646556

   ---

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: 442.63

Molecular Weight (Monoisotopic): 442.2191

AlogP: 5.57

#Rotatable Bonds: 4

Polar Surface Area: 32.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.38

CX Basic pKa: 7.17

CX LogP: 5.37

CX LogD: 5.17

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -0.09

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