N-((3R,6S,9S,12R)-6-Ethyl-12-methyl-9-(3-(3-methylguanidino)-propyl)-2,5,8,11-tetraoxo-3-phenyl-1,4,7,10-tetraazacyclotetradecan-12-yl)isobutyramide trifluoroacetic acid Salt

ID: ALA4103117

Chembl Id: CHEMBL4103117

PubChem CID: 132585206

Max Phase: Preclinical

Molecular Formula: C30H45F3N8O7

Molecular Weight: 572.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H]1NC(=O)[C@H](CCCNC(=N)NC)NC(=O)[C@](C)(NC(=O)C(C)C)CCNC(=O)[C@@H](c2ccccc2)NC1=O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C28H44N8O5.C2HF3O2/c1-6-19-23(38)35-21(18-11-8-7-9-12-18)25(40)31-16-14-28(4,36-22(37)17(2)3)26(41)34-20(24(39)33-19)13-10-15-32-27(29)30-5;3-2(4,5)1(6)7/h7-9,11-12,17,19-21H,6,10,13-16H2,1-5H3,(H,31,40)(H,33,39)(H,34,41)(H,35,38)(H,36,37)(H3,29,30,32);(H,6,7)/t19-,20-,21+,28+;/m0./s1

Standard InChI Key:  NARXNZHWAWPJIY-HTCBAMNXSA-N

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: 572.71

Molecular Weight (Monoisotopic): 572.3435

AlogP: -0.20

#Rotatable Bonds: 8

Polar Surface Area: 193.41

Molecular Species: BASE

HBA: 6

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.55

CX Basic pKa: 12.22

CX LogP: -1.02

CX LogD: -2.86

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.12

Np Likeness Score: 0.67

References

1. Karatas H, Li Y, Liu L, Ji J, Lee S, Chen Y, Yang J, Huang L, Bernard D, Xu J, Townsend EC, Cao F, Ran X, Li X, Wen B, Sun D, Stuckey JA, Lei M, Dou Y, Wang S..  (2017)  Discovery of a Highly Potent, Cell-Permeable Macrocyclic Peptidomimetic (MM-589) Targeting the WD Repeat Domain 5 Protein (WDR5)-Mixed Lineage Leukemia (MLL) Protein-Protein Interaction.,  60  (12): [PMID:28603984] [10.1021/acs.jmedchem.6b01796]

Source

Source(1):

• Scientific Literature