Analogue Z

ID: ALA1159506

PubChem CID: 44272918

Max Phase: Preclinical

Molecular Formula: C23H45N5O14

Molecular Weight: 615.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCC1OC(OC2C(N)CC(N)C(O)C2OC2OC(CO)C(OC3OC(CN)C(O)C(O)C3O)C2O)C(N)C(O)C1O

Standard InChI:  InChI=1S/C23H45N5O14/c24-2-7-12(31)14(33)10(28)21(37-7)40-18-6(27)1-5(26)11(30)20(18)42-23-17(36)19(9(4-29)39-23)41-22-16(35)15(34)13(32)8(3-25)38-22/h5-23,29-36H,1-4,24-28H2

Standard InChI Key:  HTGNYGXWPSCVJB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 42 45  0  0  0  0  0  0  0  0999 V2000
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    5.4917   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0292   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -4.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917   -5.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0292   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6667   -5.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -4.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417   -2.9875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792   -4.1167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -4.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792   -5.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917   -2.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5417   -2.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -3.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -1.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -4.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2667   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542   -2.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6542   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7167   -2.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792   -2.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -0.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -4.9167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -5.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -3.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -5.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -1.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6917   -1.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5542   -3.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542   -1.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -4.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792   -0.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0125   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167   -3.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2 17  1  0
  3 12  1  0
  4 16  1  0
  5  2  1  0
  6  8  1  0
  7  1  1  0
  8  3  1  0
  9  4  1  0
 10  5  1  0
 11  9  1  0
 12  1  1  0
 13  3  1  0
 14  2  1  0
 15  4  1  0
 16  6  1  0
 17  7  1  0
 18  1  1  0
 19 22  1  0
 20 23  1  0
 21 13  1  0
 22 15  1  0
 23 14  1  0
 24 18  1  0
 25  7  1  0
 26 24  1  0
 27  5  1  0
 28 24  1  0
 29 39  1  0
 30 40  1  0
 31  8  1  0
 32  9  1  0
 33 11  1  0
 34 10  1  0
 35 25  1  0
 36 18  1  0
 37 20  1  0
 38 19  1  0
 39 23  1  0
 40 22  1  0
 41 21  1  0
 42 41  1  0
 26 25  1  0
 21  6  1  0
 20 10  1  0
 11 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1159506

   2-(Aminomethyl)-6-[5-[3,5-diamino-2-[3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4,5-triol

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: 615.63

Molecular Weight (Monoisotopic): 615.2963

AlogP: -8.86

#Rotatable Bonds: 9

Polar Surface Area: 347.32

Molecular Species: BASE

HBA: 19

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 18

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.92

CX Basic pKa: 9.59

CX LogP: -8.31

CX LogD: -14.56

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: 1.25

References

1. Cashman DJ, Rife JP, Kellogg GE..  (2001)  Which aminoglycoside ring is most important for binding? A hydropathic analysis of gentamicin, paromomycin, and analogues.,  11  (2): [PMID:11206440] [10.1016/s0960-894x(00)00615-6]

Source

Source(1):

• Scientific Literature