(S)-2-{(S)-3-carbamoyl-2-[(2S,3S)-2-((S)-2-{(S)-2-[4-(4-dimethylamino-phenylazo)-benzoylamino]-5-guanidino-pentanoylamino}-5-guanidino-pentanoylamino)-3-methyl-pentanoylamino]-propionylamino}-5-guanidino-pentanoic acid

ID: ALA429606

PubChem CID: 44454032

Max Phase: Preclinical

Molecular Formula: C43H68N18O8

Molecular Weight: 965.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)c1ccc(/N=N/c2ccc(N(C)C)cc2)cc1)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

Standard InChI:  InChI=1S/C43H68N18O8/c1-5-24(2)34(39(67)57-32(23-33(44)62)38(66)56-31(40(68)69)11-8-22-53-43(49)50)58-37(65)30(10-7-21-52-42(47)48)55-36(64)29(9-6-20-51-41(45)46)54-35(63)25-12-14-26(15-13-25)59-60-27-16-18-28(19-17-27)61(3)4/h12-19,24,29-32,34H,5-11,20-23H2,1-4H3,(H2,44,62)(H,54,63)(H,55,64)(H,56,66)(H,57,67)(H,58,65)(H,68,69)(H4,45,46,51)(H4,47,48,52)(H4,49,50,53)/b60-59+/t24-,29-,30-,31-,32-,34-/m0/s1

Standard InChI Key:  SCQACXABGXMTON-VRPLPHLQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA429606

   (2S)-2-[[(2S)-4-amino-2-[[(2S,3S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[4-[[4-(dimethylamino)phenyl]diazenyl]benzoyl]amino]pentanoyl]amino]pentanoyl]amino]-3-methylpentanoyl]amino]-4-oxobutanoyl]amino]-5-(diaminomet

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: 965.13

Molecular Weight (Monoisotopic): 964.5468

AlogP: -1.00

#Rotatable Bonds: 30

Polar Surface Area: 439.55

Molecular Species: ZWITTERION

HBA: 13

HBD: 16

#RO5 Violations: 3

HBA (Lipinski): 26

HBD (Lipinski): 20

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.75

CX Basic pKa: 11.74

CX LogP: -3.43

CX LogD: -7.85

Aromatic Rings: 2

Heavy Atoms: 69

QED Weighted: 0.02

Np Likeness Score: -0.13

References

1. Agarkov A, Chauhan S, Lory PJ, Gilbertson SR, Motin VL..  (2008)  Substrate specificity and screening of the integral membrane protease Pla.,  18  (1): [PMID:17981463] [10.1016/j.bmcl.2007.09.104]

Source

Source(1):

• Scientific Literature