Methyl N-(abiet-8,11,13-trien-18-yl)-D-serinate

ID: ALA3896732

Chembl Id: CHEMBL3896732

PubChem CID: 132495301

Max Phase: Preclinical

Molecular Formula: C24H35NO4

Molecular Weight: 401.55

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H](CO)NC(=O)[C@]1(C)CCC[C@]2(C)c3ccc(C(C)C)cc3CC[C@@H]12

Standard InChI:  InChI=1S/C24H35NO4/c1-15(2)16-7-9-18-17(13-16)8-10-20-23(18,3)11-6-12-24(20,4)22(28)25-19(14-26)21(27)29-5/h7,9,13,15,19-20,26H,6,8,10-12,14H2,1-5H3,(H,25,28)/t19-,20-,23-,24-/m1/s1

Standard InChI Key:  DPOHZJIFSSBODN-FAYOUJPWSA-N

Alternative Forms

  1. Parent:

    ALA3896732

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Associated Targets(non-human)

Staphylococcus epidermidis (22802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Salmonella typhimurium (15756 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cutibacterium acnes (887 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus mitis (390 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: 401.55Molecular Weight (Monoisotopic): 401.2566AlogP: 3.47#Rotatable Bonds: 5
Polar Surface Area: 75.63Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: 0HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: 12.17CX Basic pKa: 0.22CX LogP: 4.31CX LogD: 4.31
Aromatic Rings: 1Heavy Atoms: 29QED Weighted: 0.74Np Likeness Score: 1.39

References

1. Helfenstein A, Vahermo M, Nawrot DA, Demirci F, İşcan G, Krogerus S, Yli-Kauhaluoma J, Moreira VM, Tammela P..  (2017)  Antibacterial profiling of abietane-type diterpenoids.,  25  (1): [PMID:27793449] [10.1016/j.bmc.2016.10.019]

Source