(S)-N-acetyl-6-amino-2-((S)-5-guanidino-2-(propylamino)pentanamido)hexanamide bis(2,2,2-trifluoroacetate)

ID: ALA4872142

PubChem CID: 164618643

Max Phase: Preclinical

Molecular Formula: C21H37F6N7O7

Molecular Weight: 385.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)NC(C)=O.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C17H35N7O3.2C2HF3O2/c1-3-10-21-13(8-6-11-22-17(19)20)15(26)24-14(7-4-5-9-18)16(27)23-12(2)25;2*3-2(4,5)1(6)7/h13-14,21H,3-11,18H2,1-2H3,(H,24,26)(H4,19,20,22)(H,23,25,27);2*(H,6,7)/t13-,14-;;/m0../s1

Standard InChI Key:  OHJCPMUQJCGTSV-AXEKQOJOSA-N

Molfile:  

     RDKit          2D

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   26.4910  -26.4247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2069  -26.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.1779  -23.7470    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 38 40  2  0
 38 41  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 385.51

Molecular Weight (Monoisotopic): 385.2801

AlogP: -1.11

#Rotatable Bonds: 14

Polar Surface Area: 175.22

Molecular Species: BASE

HBA: 6

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.62

CX Basic pKa: 12.10

CX LogP: -2.43

CX LogD: -7.94

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.11

Np Likeness Score: 0.20

References

1. Weinhart CG, Wifling D, Schmidt MF, Neu E, Höring C, Clark T, Gmeiner P, Keller M..  (2021)  Dibenzodiazepinone-type muscarinic receptor antagonists conjugated to basic peptides: Impact of the linker moiety and unnatural amino acids on M₂R selectivity.,  213  [PMID:33571911] [10.1016/j.ejmech.2021.113159]

Source

Source(1):

• Scientific Literature