9-[({N-[D-Biotinoyl))sulfamoyl]amino}ethoxy)methyl]adenine Triethylammonium Salt

ID: ALA4299216

PubChem CID: 145948827

Max Phase: Preclinical

Molecular Formula: C24H42N10O5S2

Molecular Weight: 513.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CC.Nc1ncnc2c1ncn2COCCNS(=O)(=O)NC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21

Standard InChI:  InChI=1S/C18H27N9O5S2.C6H15N/c19-16-15-17(21-8-20-16)27(9-22-15)10-32-6-5-23-34(30,31)26-13(28)4-2-1-3-12-14-11(7-33-12)24-18(29)25-14;1-4-7(5-2)6-3/h8-9,11-12,14,23H,1-7,10H2,(H,26,28)(H2,19,20,21)(H2,24,25,29);4-6H2,1-3H3/t11-,12-,14-;/m0./s1

Standard InChI Key:  HQYBZLSGRWPAIS-RGESYUBESA-N

Molfile:  

     RDKit          2D

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    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 42 43  1  0
M  END

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: 513.61

Molecular Weight (Monoisotopic): 513.1577

AlogP: -0.94

#Rotatable Bonds: 12

Polar Surface Area: 195.25

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.14

CX Basic pKa: 5.02

CX LogP: -2.14

CX LogD: -2.59

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.17

Np Likeness Score: -0.77

References

1. Bockman MR, Kalinda AS, Petrelli R, De la Mora-Rey T, Tiwari D, Liu F, Dawadi S, Nandakumar M, Rhee KY, Schnappinger D, Finzel BC, Aldrich CC..  (2015)  Targeting Mycobacterium tuberculosis Biotin Protein Ligase (MtBPL) with Nucleoside-Based Bisubstrate Adenylation Inhibitors.,  58  (18): [PMID:26299766] [10.1021/acs.jmedchem.5b00719]

Source

Source(1):

• Scientific Literature