(4S,4aR,5S,5aR,6R,12aS)-4-(Dimethylamino)-9-(N-methoxy-N-2'-deoxy-2'-N'-allyloxycarbonylamino-D-glucosylglycyl)-amino-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

ID: ALA2419804

PubChem CID: 73353721

Max Phase: Preclinical

Molecular Formula: C35H45N5O16

Molecular Weight: 791.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOC(=O)N[C@H]1C(N(CC(=O)Nc2ccc3c(c2O)C(=O)C2=C(O)[C@]4(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]4[C@@H](O)[C@@H]2[C@H]3C)OC)O[C@H](CO)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C35H45N5O16/c1-6-9-55-34(52)38-22-29(48)25(44)15(11-41)56-33(22)40(54-5)10-16(42)37-14-8-7-13-12(2)17-19(26(45)18(13)24(14)43)30(49)35(53)21(27(17)46)23(39(3)4)28(47)20(31(35)50)32(36)51/h6-8,12,15,17,21-23,25,27,29,33,41,43-44,46-49,53H,1,9-11H2,2-5H3,(H2,36,51)(H,37,42)(H,38,52)/t12-,15+,17+,21+,22+,23-,25+,27-,29+,33?,35-/m0/s1

Standard InChI Key:  JIAPKWLVQONBLJ-GYNGFFHFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2419804

   prop-2-enyl N-[(3R,4R,5S,6R)-2-[[2-[[(5R,5aR,6S,6aR,7S,10aR)-9-carbamoyl-7-(dimethylamino)-1,6,10,10a,12-pentahydroxy-5-methyl-8,11-dioxo-5a,6,6a,7-tetrahydro-5H-tetracen-2-yl]amino]-2-oxoethyl]-methoxyamino]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]carba

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: 791.76

Molecular Weight (Monoisotopic): 791.2861

AlogP: -2.83

#Rotatable Bonds: 11

Polar Surface Area: 331.44

Molecular Species: ACID

HBA: 18

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.87

CX Basic pKa: 7.78

CX LogP: -5.91

CX LogD: -6.41

Aromatic Rings: 1

Heavy Atoms: 56

QED Weighted: 0.05

Np Likeness Score: 1.00

References

1. Zhang J, Ponomareva LV, Marchillo K, Zhou M, Andes DR, Thorson JS..  (2013)  Synthesis and antibacterial activity of doxycycline neoglycosides.,  76  (9): [PMID:23987662] [10.1021/np4003096]

Source

Source(1):

• Scientific Literature