(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-methyl 33-((2R,3S,4S,5S,6R)-4-(1-amino-3,6,9,12,15,18,21,24-octaoxaheptacosanamido)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylate

ID: ALA3785191

Chembl Id: CHEMBL3785191

PubChem CID: 127032098

Max Phase: Preclinical

Molecular Formula: C67H112N2O26

Molecular Weight: 1361.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H]1[C@@H]2C[C@@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@H](NC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCN)[C@@H]3O)/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@@H]1O)O2

Standard InChI:  InChI=1S/C67H112N2O26/c1-46-18-16-14-12-10-8-6-7-9-11-13-15-17-19-53(43-57-60(65(81)83-5)56(75)45-67(82,95-57)44-52(72)41-55(74)54(73)21-20-50(70)40-51(71)42-59(77)92-48(3)47(2)62(46)78)94-66-64(80)61(63(79)49(4)93-66)69-58(76)22-24-84-26-28-86-30-32-88-34-36-90-38-39-91-37-35-89-33-31-87-29-27-85-25-23-68/h6-19,46-57,60-64,66,70-75,78-80,82H,20-45,68H2,1-5H3,(H,69,76)/b7-6+,10-8+,11-9+,14-12+,15-13+,18-16+,19-17+/t46-,47-,48-,49+,50+,51+,52-,53-,54+,55+,56-,57-,60+,61-,62+,63+,64-,66-,67+/m0/s1

Standard InChI Key:  IBQJQOQASIWLJP-DUQUATNLSA-N

Alternative Forms

1. Parent:

   

   ALA3785191

   ---

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: 1361.62

Molecular Weight (Monoisotopic): 1360.7503

AlogP:

#Rotatable Bonds:

Polar Surface Area:

Molecular Species:

HBA:

HBD:

#RO5 Violations:

HBA (Lipinski):

HBD (Lipinski):

#RO5 Violations (Lipinski):

CX Acidic pKa:

CX Basic pKa:

CX LogP:

CX LogD:

Aromatic Rings:

Heavy Atoms:

QED Weighted:

Np Likeness Score:

References

1. Halperin A, Shadkchan Y, Pisarevsky E, Szpilman AM, Sandovsky H, Osherov N, Benhar I..  (2016)  Novel Water-Soluble Amphotericin B-PEG Conjugates with Low Toxicity and Potent in Vivo Efficacy.,  59  (3): [PMID:26816333] [10.1021/acs.jmedchem.5b01862]

Source

Source(1):

• Scientific Literature