4-(7-Bromo-6-hydroxy-4-methoxybenzofuran-5-yl)-6-(5-methylfuran-2-yl)pyrimidine-2(1H)-thione

ID: ALA4483376

PubChem CID: 155540533

Max Phase: Preclinical

Molecular Formula: C18H13BrN2O4S

Molecular Weight: 433.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(-c2cc(-c3ccc(C)o3)[nH]c(=S)n2)c(O)c(Br)c2occc12

Standard InChI:  InChI=1S/C18H13BrN2O4S/c1-8-3-4-12(25-8)10-7-11(21-18(26)20-10)13-15(22)14(19)17-9(5-6-24-17)16(13)23-2/h3-7,22H,1-2H3,(H,20,21,26)

Standard InChI Key:  BMVMHMCAXLFSPF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.1600  -24.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1582  -22.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8669  -22.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8657  -23.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4520  -23.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4486  -22.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6667  -22.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1868  -23.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6721  -23.9040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1576  -21.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4495  -21.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5740  -24.0523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1617  -24.8734    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   22.5693  -22.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2774  -22.8244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9825  -22.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9856  -21.6008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2775  -21.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5663  -21.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2766  -20.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9387  -19.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6877  -19.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8705  -19.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6165  -19.8916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6892  -22.8287    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.3915  -18.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  4  2  0
  3  2  2  0
  2  6  1  0
  3  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  2 10  1  0
 10 11  1  0
  4 12  1  0
  1 13  1  0
 14 15  2  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
  3 14  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 18 20  1  0
 16 25  2  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483376

   ---

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: 433.28

Molecular Weight (Monoisotopic): 431.9779

AlogP: 5.60

#Rotatable Bonds: 3

Polar Surface Area: 84.42

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.45

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 2.20

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.41

Np Likeness Score: -0.06

References

1. Abdelhafez OM, Ahmed EY, Abdel Latif NA, Arafa RK, Abd Elmageed ZY, Ali HI..  (2019)  Design and molecular modeling of novel P38α MAPK inhibitors targeting breast cancer, synthesized from oxygen heterocyclic natural compounds.,  27  (7): [PMID:30792101] [10.1016/j.bmc.2019.02.027]

Source

Source(1):

• Scientific Literature