(4S,4aR,5S,5aR,6R,12aS)-4-(Dimethylamino)-9-(N-methoxy-N-2',3',4',6'-tetradeoxy-4-N'-dimethylamino-beta-Dglucosylglycyl)amino-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

ID: ALA2419805

PubChem CID: 73347662

Max Phase: Preclinical

Molecular Formula: C33H45N5O11

Molecular Weight: 687.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CON(CC(=O)Nc1ccc2c(c1O)C(=O)C1=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]1[C@H]2C)[C@H]1CC[C@H](N(C)C)[C@@H](C)O1

Standard InChI:  InChI=1S/C33H45N5O11/c1-13-15-8-9-16(35-18(39)12-38(48-7)19-11-10-17(36(3)4)14(2)49-19)26(40)21(15)27(41)22-20(13)28(42)24-25(37(5)6)29(43)23(32(34)46)31(45)33(24,47)30(22)44/h8-9,13-14,17,19-20,24-25,28,40,42-44,47H,10-12H2,1-7H3,(H2,34,46)(H,35,39)/t13-,14+,17-,19+,20+,24+,25-,28-,33-/m0/s1

Standard InChI Key:  WLIIRRSLUNWTNE-DQHSBORUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2419805

   (4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-9-[[2-[[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]-methoxyamino]acetyl]amino]-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-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: 687.75

Molecular Weight (Monoisotopic): 687.3116

AlogP: -0.09

#Rotatable Bonds: 8

Polar Surface Area: 235.66

Molecular Species: ZWITTERION

HBA: 14

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.87

CX Basic pKa: 9.31

CX LogP: -4.66

CX LogD: -4.54

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.11

Np Likeness Score: 0.99

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