ethyl 4-[4-[4-methyloxycarbonylanilino(thioxo)methylamino]anilino(thioxo)methylamino]benzoate

ID: ALA157485

PubChem CID: 44372956

Max Phase: Preclinical

Molecular Formula: C26H26N4O4S2

Molecular Weight: 522.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(/N=C(\S)Nc2ccc(/N=C(\S)Nc3ccc(C(=O)OCC)cc3)cc2)cc1

Standard InChI:  InChI=1S/C26H26N4O4S2/c1-3-33-23(31)17-5-9-19(10-6-17)27-25(35)29-21-13-15-22(16-14-21)30-26(36)28-20-11-7-18(8-12-20)24(32)34-4-2/h5-16H,3-4H2,1-2H3,(H2,27,29,35)(H2,28,30,36)

Standard InChI Key:  DWHRFGMWSWVZGN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.3000   -0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6417   -6.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -4.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8625    1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042   -7.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5792    0.1333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -6.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -1.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9250   -5.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -6.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -2.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -3.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -3.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0500   -6.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2042   -7.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  8  1  0
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  4 11  1  0
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  6  2  2  0
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  8 22  1  0
  9  1  1  0
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 12 18  2  0
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 22 29  1  0
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 24  4  1  0
 25 19  1  0
 26 19  2  0
 27 20  1  0
 28 20  2  0
 29 32  2  0
 30 21  2  0
 31 30  1  0
 32 21  1  0
 33 23  1  0
 34 24  1  0
 35 33  1  0
 36 34  1  0
 15 11  1  0
 22 31  2  0
 12 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA157485

   Ethyl 4-[[4-[(4-ethoxycarbonylphenyl)carbamothioylamino]phenyl]carbamothioylamino]benzoate

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: 522.65

Molecular Weight (Monoisotopic): 522.1395

AlogP: 6.10

#Rotatable Bonds: 8

Polar Surface Area: 101.38

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -0.49

CX Basic pKa: 14.95

CX LogP: 8.75

CX LogD: 8.06

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.12

Np Likeness Score: -0.67

References

1. Phuong T, Khac-Minh T, Van Ha NT, Ngoc Phuong HT..  (2004)  Synthesis and antifungal activities of phenylenedithioureas.,  14  (3): [PMID:14741262] [10.1016/j.bmcl.2003.11.044]

Source

Source(1):

• Scientific Literature