1,1-diethyl-3-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]thiourea

ID: ALA4874312

PubChem CID: 164625905

Max Phase: Preclinical

Molecular Formula: C25H33N3O4S

Molecular Weight: 471.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=S)N[C@H]1CCc2cc(OC)c(OC)c(OC)c2-c2ccc(NC)c(=O)cc21

Standard InChI:  InChI=1S/C25H33N3O4S/c1-7-28(8-2)25(33)27-18-11-9-15-13-21(30-4)23(31-5)24(32-6)22(15)16-10-12-19(26-3)20(29)14-17(16)18/h10,12-14,18H,7-9,11H2,1-6H3,(H,26,29)(H,27,33)/t18-/m0/s1

Standard InChI Key:  JYFVDVILNZTOBA-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

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   27.7861  -14.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4900  -14.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6399  -13.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9930  -13.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.2966  -16.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6506  -16.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.2363  -17.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0297  -16.3825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8060  -13.9443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2131  -13.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0261  -13.2339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8029  -12.5330    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.4908  -15.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0822  -14.7690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0835  -13.1412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0833  -12.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3789  -14.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7877  -15.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4363  -13.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.2504  -12.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2535  -13.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  1  1  0
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  5 10  1  0
  7  8  1  0
  8  9  1  0
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 11 12  2  0
 10 13  2  0
 12 14  1  0
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 17 18  1  0
 14 19  2  0
  9 20  1  6
 20 21  1  0
 21 22  1  0
 21 23  2  0
  3 24  1  0
  2 25  1  0
  1 26  1  0
 26 27  1  0
 25 28  1  0
 24 29  1  0
 22 30  1  0
 22 31  1  0
 31 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874312

   ---

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: 471.62

Molecular Weight (Monoisotopic): 471.2192

AlogP: 3.98

#Rotatable Bonds: 7

Polar Surface Area: 72.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.80

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.59

Np Likeness Score: 0.14

References

1. Krzywik J, Maj E, Nasulewicz-Goldeman A, Mozga W, Wietrzyk J, Huczyński A..  (2021)  Synthesis and antiproliferative screening of novel doubly modified colchicines containing urea, thiourea and guanidine moieties.,  47  [PMID:34116158] [10.1016/j.bmcl.2021.128197]

Source

Source(1):

• Scientific Literature