(8S,11S,14S)-4-amino-3,18-dihydroxy-14-{2-[(2R)-2-[(2R)-3-hydroxy-2-(N-methylhexadecanamido)propanamido]propanamido]-N-methylacetamido}-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.1^{2,6}]icosa-1(18),2(20),3,5,15(19),16-hexaene-8-carboxylic acid

ID: ALA1784530

Chembl Id: CHEMBL1784530

PubChem CID: 53355980

Max Phase: Preclinical

Molecular Formula: C46H69N7O11

Molecular Weight: 896.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCC(=O)N(C)[C@H](CO)C(=O)N[C@H](C)C(=O)NCC(=O)N(C)[C@@H]1C(=O)N[C@@H](C)C(=O)N[C@H](C(=O)O)Cc2cc(N)c(O)c(c2)-c2cc1ccc2O

Standard InChI:  InChI=1S/C46H69N7O11/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-38(56)52(4)36(27-54)44(61)49-28(2)42(59)48-26-39(57)53(5)40-31-20-21-37(55)32(25-31)33-22-30(23-34(47)41(33)58)24-35(46(63)64)51-43(60)29(3)50-45(40)62/h20-23,25,28-29,35-36,40,54-55,58H,6-19,24,26-27,47H2,1-5H3,(H,48,59)(H,49,61)(H,50,62)(H,51,60)(H,63,64)/t28-,29+,35+,36-,40+/m1/s1

Standard InChI Key:  BKPBVSGPCZGJRY-OBNNQUODSA-N

Alternative Forms

1. Parent:

   

   ALA1784530

   (8S,11S,14S)-4-amino-14-[[2-[[(2R)-2-[[(2R)-2-[hexadecanoyl(methyl)amino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxyli

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: 896.10

Molecular Weight (Monoisotopic): 895.5055

AlogP: 3.40

#Rotatable Bonds: 23

Polar Surface Area: 281.03

Molecular Species: ACID

HBA: 11

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.43

CX Basic pKa: 4.17

CX LogP: 2.18

CX LogD: -0.20

Aromatic Rings: 2

Heavy Atoms: 64

QED Weighted: 0.04

Np Likeness Score: 0.54

References

1. Roberts TC, Smith PA, Romesberg FE..  (2011)  Synthesis and biological characterization of arylomycin B antibiotics.,  74  (5): [PMID:21545107] [10.1021/np200163g]

Source

Source(1):

• Scientific Literature