5'-Methyl-5-[4-(3-methyl-1-oxobutoxy)-1-butynyl]-2,2'-bithiophene

ID: ALA465186

PubChem CID: 10592720

Max Phase: Preclinical

Molecular Formula: C18H20O2S2

Molecular Weight: 332.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccc(C#CCCOC(=O)CC(C)C)s2)s1

Standard InChI:  InChI=1S/C18H20O2S2/c1-13(2)12-18(19)20-11-5-4-6-15-8-10-17(22-15)16-9-7-14(3)21-16/h7-10,13H,5,11-12H2,1-3H3

Standard InChI Key:  LJTSHVOWUZSNFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.4294    2.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385    1.5747    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9025    2.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6446    2.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787    2.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5087    2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3337    2.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927    2.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9276    1.5742    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2578    2.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3786    1.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882    1.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4714    1.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2572    1.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323    0.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2180    0.2501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3930   -0.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788   -0.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7823   -1.1108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3538   -1.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -1.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7432   -2.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0
  8 11  1  0
  6  7  1  0
  3 12  1  0
  1  2  1  0
 12 13  3  0
 13 14  1  0
  2  3  1  0
 14 15  1  0
  3  4  2  0
 15 16  1  0
  4  5  1  0
 16 17  1  0
  7  8  2  0
 17 18  1  0
  8  9  1  0
 17 19  2  0
  9 10  1  0
 18 20  1  0
 10  6  2  0
 20 21  1  0
 10  1  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA465186

   4-[5-(5-Methylthiophen-2-yl)thiophen-2-yl]but-3-ynyl 3-methylbutanoate

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: 332.49

Molecular Weight (Monoisotopic): 332.0905

AlogP: 5.12

#Rotatable Bonds: 5

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.43

Np Likeness Score: 0.07

References

1. Ahmad VU, Alam N..  (1995)  New antifungal bithienylacetylenes from Blumea obliqua.,  58  (9): [PMID:7494149] [10.1021/np50123a014]

Source

Source(1):

• Scientific Literature