(5-(4-bromophenyl)furan-2-yl)methyl 2-chlorobenzoylcarbamate

ID: ALA2228753

PubChem CID: 45277649

Max Phase: Preclinical

Molecular Formula: C19H13BrClNO4

Molecular Weight: 434.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(=O)c1ccccc1Cl)OCc1ccc(-c2ccc(Br)cc2)o1

Standard InChI:  InChI=1S/C19H13BrClNO4/c20-13-7-5-12(6-8-13)17-10-9-14(26-17)11-25-19(24)22-18(23)15-3-1-2-4-16(15)21/h1-10H,11H2,(H,22,23,24)

Standard InChI Key:  JQCAWIBNNGHPNU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   31.0780  -26.8848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4110  -27.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6653  -28.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4866  -28.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7415  -27.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4551  -26.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1535  -27.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8699  -27.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8891  -26.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1860  -25.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4724  -26.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6340  -27.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0263  -27.6599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2493  -27.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6424  -27.9525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0801  -26.6072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8257  -27.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3927  -28.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4420  -27.2025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5784  -28.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1456  -29.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5293  -30.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3503  -30.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7795  -29.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1958  -27.8646    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.6055  -25.7973    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  5  6  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  1  0
 20 25  1  0
  9 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228753

   [5-(4-bromophenyl)furan-2-yl]methyl N-(2-chlorobenzoyl)carbamate

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: 434.67

Molecular Weight (Monoisotopic): 432.9716

AlogP: 5.43

#Rotatable Bonds: 4

Polar Surface Area: 68.54

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.19

CX Basic pKa: ┄

CX LogP: 5.16

CX LogD: 4.00

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -1.28

References

1. Li Y, Li BJ, Ling Y, Miao HJ, Shi YX, Yang XL..  (2010)  Synthesis and fungicidal activity of aryl carbamic acid-5-aryl-2-furanmethyl ester.,  58  (5): [PMID:20151651] [10.1021/jf9043277]

Source

Source(1):

• Scientific Literature