N,N'-(1,2-Phenylene)bis(3,4,5-trimethoxybenzothioamide)

Names and Identifiers

Canonical SMILES: COc1cc(C(=S)Nc2ccccc2N(C)C(=S)c2cc(OC)c(OC)c(OC)c2)cc(OC)c1OC

Standard InChI: InChI=1S/C27H30N2O6S2/c1-29(27(37)17-14-22(32-4)25(35-7)23(15-17)33-5)19-11-9-8-10-18(19)28-26(36)16-12-20(30-2)24(34-6)21(13-16)31-3/h8-15H,1-7H3,(H,28,36)

Standard InChI Key: LKSLYRHNRRRAIT-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 37 39  0  0  0  0  0  0  0  0999 V2000
   10.7553  -10.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7541  -11.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4670  -11.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1864  -11.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1832  -10.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4650  -10.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9011  -11.8904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9019  -12.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6168  -13.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1878  -13.1285    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.6148  -13.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3288  -14.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0439  -13.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0405  -13.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3259  -12.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8956  -10.2314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8914   -9.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6039   -8.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1750   -8.9975    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.3175   -9.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0294   -8.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0257   -8.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3043   -7.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5953   -8.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6120  -10.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7376   -7.7435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4546   -8.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7592  -14.3620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7611  -15.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2972   -6.9268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0082   -6.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7457   -9.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7494  -10.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7530  -12.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4693  -13.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3291  -15.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6149  -15.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
  8  9  1  0
 17 19  2  0
  4  5  1  0
 18 20  2  0
  8 10  2  0
 20 21  1  0
  2  3  1  0
 21 22  2  0
  9 11  2  0
 22 23  1  0
  5  6  2  0
 23 24  2  0
 24 18  1  0
 11 12  1  0
 16 25  1  0
  6  1  1  0
 22 26  1  0
 12 13  2  0
 26 27  1  0
  1  2  2  0
 13 28  1  0
 13 14  1  0
 28 29  1  0
  4  7  1  0
 23 30  1  0
 14 15  2  0
 30 31  1  0
 15  9  1  0
 21 32  1  0
  3  4  2  0
 32 33  1  0
  5 16  1  0
 14 34  1  0
  7  8  1  0
 34 35  1  0
 16 17  1  0
 12 36  1  0
 36 37  1  0
M  END

Alternative Forms

Parent:

ALA1641770
3,4,5-trimethoxy-N-[2-[methyl-(3,4,5-trimethoxybenzenecarbothioyl)amino]phenyl]benzenecarbothioamide

Associated Targets(non-human)

Aorta (327 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ileum (856 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 542.68	Molecular Weight (Monoisotopic): 542.1545	AlogP: 5.34	#Rotatable Bonds: 10
Polar Surface Area: 70.65	Molecular Species: NEUTRAL	HBA: 8	HBD: 1
#RO5 Violations: 2	HBA (Lipinski): 8	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.82	CX Basic pKa: ┄	CX LogP: 4.85	CX LogD: 4.85
Aromatic Rings: 3	Heavy Atoms: 37	QED Weighted: 0.34	Np Likeness Score: -0.39

References

1. Brunhofer G, Granig WH, Studenik CR, Erker T.. (2011) A journey from benzanilides to dithiobenzanilides: Synthesis of selective spasmolytic compounds., 19 (2): [PMID:21185194] [10.1016/j.bmc.2010.11.043]

Source

Source(1):

Scientific Literature