(5(3)S,2R,7S,10S,E)-13,13-Bis(hydroxymethyl)-10-isopropyl-2,7-dimethyl-5(1),5(2),5(3),5(4),5(5),5(6)-hexahydro-11-oxa-3,8-diaza-1-(2,7)-quinolina-5(3,1)-pyridazinacyclopentadecaphan-14-ene-4,6,9,12-tetraone

ID: ALA4170010

Chembl Id: CHEMBL4170010

PubChem CID: 118175847

Max Phase: Preclinical

Molecular Formula: C30H39N5O7

Molecular Weight: 581.67

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1OC(=O)C(CO)(CO)/C=C/c2ccc3ccc(nc3c2)[C@@H](C)NC(=O)[C@@H]2CCCN(N2)C(=O)[C@H](C)NC1=O

Standard InChI:  InChI=1S/C30H39N5O7/c1-17(2)25-27(39)32-19(4)28(40)35-13-5-6-23(34-35)26(38)31-18(3)22-10-9-21-8-7-20(14-24(21)33-22)11-12-30(15-36,16-37)29(41)42-25/h7-12,14,17-19,23,25,34,36-37H,5-6,13,15-16H2,1-4H3,(H,31,38)(H,32,39)/b12-11+/t18-,19+,23+,25+/m1/s1

Standard InChI Key:  DVJMNVLPHLSBNL-GHPFQTBYSA-N

Associated Targets(Human)

PPIA Tclin Cyclophilin A (674 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MT4 (17854 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR1I2 Tchem Pregnane X receptor (6667 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Hepatitis C virus (23859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 581.67Molecular Weight (Monoisotopic): 581.2849AlogP: 0.98#Rotatable Bonds: 3
Polar Surface Area: 170.19Molecular Species: NEUTRALHBA: 9HBD: 5
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.08CX Basic pKa: 3.49CX LogP: 0.72CX LogD: 0.72
Aromatic Rings: 2Heavy Atoms: 42QED Weighted: 0.33Np Likeness Score: 0.91

References

1. Mackman RL, Steadman VA, Dean DK, Jansa P, Poullennec KG, Appleby T, Austin C, Blakemore CA, Cai R, Cannizzaro C, Chin G, Chiva JC, Dunbar NA, Fliri H, Highton AJ, Hui H, Ji M, Jin H, Karki K, Keats AJ, Lazarides L, Lee YJ, Liclican A, Mish M, Murray B, Pettit SB, Pyun P, Sangi M, Santos R, Sanvoisin J, Schmitz U, Schrier A, Siegel D, Sperandio D, Stepan G, Tian Y, Watt GM, Yang H, Schultz BE..  (2018)  Discovery of a Potent and Orally Bioavailable Cyclophilin Inhibitor Derived from the Sanglifehrin Macrocycle.,  61  (21): [PMID:30074795] [10.1021/acs.jmedchem.8b00802]

Source