ID: ALA3586090

Max Phase: Preclinical

Molecular Formula: C17H20F3N5S2

Molecular Weight: 415.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(C)CN=C(N2CCN(c3ncnc4sc(CC(F)(F)F)cc34)CC2)S1

Standard InChI:  InChI=1S/C17H20F3N5S2/c1-16(2)9-21-15(27-16)25-5-3-24(4-6-25)13-12-7-11(8-17(18,19)20)26-14(12)23-10-22-13/h7,10H,3-6,8-9H2,1-2H3

Standard InChI Key:  SFDROHXKTATJBI-UHFFFAOYSA-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

Properties

Molecular Weight: 415.51

Molecular Weight (Monoisotopic): 415.1112

AlogP: 3.80

#Rotatable Bonds: 2

Polar Surface Area: 44.62

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.08

CX LogP: 4.32

CX LogD: 4.30

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -1.44

References

1. Senter T, Gogliotti RD, Han C, Locuson CW, Morrison R, Daniels JS, Cierpicki T, Grembecka J, Lindsley CW, Stauffer SR..  (2015)  Progress towards small molecule menin-mixed lineage leukemia (MLL) interaction inhibitors with in vivo utility.,  25  (13): [PMID:25987377] [10.1016/j.bmcl.2015.04.026]

2. Pollock J, Borkin D, Lund G, Purohit T, Dyguda-Kazimierowicz E, Grembecka J, Cierpicki T..  (2015)  Rational Design of Orthogonal Multipolar Interactions with Fluorine in Protein-Ligand Complexes.,  58  (18): [PMID:26288158] [10.1021/acs.jmedchem.5b00975]

3. Chen QB, Gao J, Zou GA, Xin XL, Aisa HA..  (2018)  Piperidine Alkaloids with Diverse Skeletons from Anacyclus pyrethrum.,  81  (6): [PMID:29775308] [10.1021/acs.jnatprod.8b00239]

4. Jedwabny W, Kłossowski S, Purohit T, Cierpicki T, Grembecka J, Dyguda-Kazimierowicz E..  (2017)  Theoretical models of inhibitory activity for inhibitors of protein-protein interactions: targeting menin-mixed lineage leukemia with small molecules.,  8  (12): [PMID:29456828] [10.1039/C7MD00170C]

5. Wang X, Su M, Li Y, Liu T, Wang Y, Chen Y, Tang L, He YP, Ding X, Yu F, Shen J, Li J, Zhou Y, Chen YL, Xiong B..  (2019)  Tranylcypromine and 6-trifluoroethyl thienopyrimidine hybrid as LSD1 inhibitor.,  29  (6): [PMID:30713023] [10.1016/j.bmcl.2019.01.017]

6. Ren J, Xu W, Tang L, Su M, Chen D, Chen YL, Zang Y, Li J, Shen J, Zhou Y, Xiong B..  (2016)  Design and synthesis of benzylpiperidine inhibitors targeting the menin-MLL1 interface.,  26  (18): [PMID:27528435] [10.1016/j.bmcl.2016.07.074]

Source

Source(1):

• Scientific Literature