Luciferyl-AMP derivative

ID: ALA610304

PubChem CID: 135976495

Max Phase: Preclinical

Molecular Formula: C21H18N7O9PS2

Molecular Weight: 607.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2C1O[C@H](COP(=O)(O)OC(=O)c2csc(-c3nc4ccc(O)cc4s3)n2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C21H18N7O9PS2/c22-16-13-17(24-6-23-16)28(7-25-13)20-15(31)14(30)11(36-20)4-35-38(33,34)37-21(32)10-5-39-18(27-10)19-26-9-2-1-8(29)3-12(9)40-19/h1-3,5-7,11,14-15,20,29-31H,4H2,(H,33,34)(H2,22,23,24)/t11-,14-,15-,20?/m1/s1

Standard InChI Key:  DIHXJASKIBRVHU-FLKUZKQZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA610304

   ---

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: 607.52

Molecular Weight (Monoisotopic): 607.0345

AlogP: 1.44

#Rotatable Bonds: 7

Polar Surface Area: 238.15

Molecular Species: ACID

HBA: 17

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.73

CX Basic pKa: 4.92

CX LogP: -1.72

CX LogD: -1.32

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.16

Np Likeness Score: 0.06

References

1. Branchini BR, Murtiashaw MH, Carmody JN, Mygatt EE, Southworth TL..  (2005)  Synthesis of an N-acyl sulfamate analog of luciferyl-AMP: a stable and potent inhibitor of firefly luciferase.,  15  (17): [PMID:15990297] [10.1016/j.bmcl.2005.05.115]

Source

Source(1):

• Scientific Literature