Pyrene-1-carboxylic acid [(4R,5S,6S)-5-amino-6-((2R,3R,4R)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl]-amide

ID: ALA152397

PubChem CID: 44370304

Max Phase: Preclinical

Molecular Formula: C29H34N4O7

Molecular Weight: 550.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC1CC(N)C(OC2OC(CNC(=O)c3ccc4ccc5cccc6ccc3c4c56)C(O)C(O)C2N)C(O)C1O

Standard InChI:  InChI=1S/C29H34N4O7/c30-17-10-18(31)27(26(37)23(17)34)40-29-22(32)25(36)24(35)19(39-29)11-33-28(38)16-9-7-14-5-4-12-2-1-3-13-6-8-15(16)21(14)20(12)13/h1-9,17-19,22-27,29,34-37H,10-11,30-32H2,(H,33,38)

Standard InChI Key:  KGCPGAGFXSSPEB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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  3  9  1  0
  4 13  1  0
  5  2  1  0
  6  3  1  0
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 35 16  1  0
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 37 12  1  0
 38 40  2  0
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 16 12  1  0
  7 22  1  0
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 27 31  1  0
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA152397

   N-[[5-amino-6-(4,6-diamino-2,3-dihydroxycyclohexyl)oxy-3,4-dihydroxyoxan-2-yl]methyl]pyrene-1-carboxamide

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: 550.61

Molecular Weight (Monoisotopic): 550.2427

AlogP: -0.75

#Rotatable Bonds: 5

Polar Surface Area: 206.54

Molecular Species: BASE

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.66

CX Basic pKa: 9.15

CX LogP: -1.31

CX LogD: -4.30

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.15

Np Likeness Score: 0.66

References

1. Hamasaki K, Ueno A..  (2001)  Aminoglycoside antibiotics, neamine and its derivatives as potent inhibitors for the RNA-protein interactions derived from HIV-1 activators.,  11  (4): [PMID:11229778] [10.1016/s0960-894x(01)00005-1]

Source

Source(1):

• Scientific Literature