5-{2-[(2S,3S)-2-((S)-2-{(S)-2-[4-(4-dimethylamino-phenylazo)-benzoylamino]-5-guanidino-pentanoylamino}-5-guanidino-pentanoylamino)-3-methyl-pentanoylamino]-ethylamino}-naphthalene-1-sulfonic acid

ID: ALA405341

PubChem CID: 44454195

Max Phase: Preclinical

Molecular Formula: C45H62N14O7S

Molecular Weight: 943.15

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)NCCNc1cccc2c(S(=O)(=O)O)cccc12

Standard InChI:  InChI=1S/C45H62N14O7S/c1-5-28(2)39(43(63)51-27-26-50-35-12-6-11-34-33(35)10-7-15-38(34)67(64,65)66)56-42(62)37(14-9-25-53-45(48)49)55-41(61)36(13-8-24-52-44(46)47)54-40(60)29-16-18-30(19-17-29)57-58-31-20-22-32(23-21-31)59(3)4/h6-7,10-12,15-23,28,36-37,39,50H,5,8-9,13-14,24-27H2,1-4H3,(H,51,63)(H,54,60)(H,55,61)(H,56,62)(H4,46,47,52)(H4,48,49,53)(H,64,65,66)/b58-57+/t28-,36-,37-,39-/m0/s1

Standard InChI Key:  FZJDOEMZLHACIB-REEUKPJVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA405341

   5-[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]ethylamino]naphthalene-1-sulfonic acid

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: 943.15

Molecular Weight (Monoisotopic): 942.4647

AlogP: 3.44

#Rotatable Bonds: 25

Polar Surface Area: 334.56

Molecular Species: ZWITTERION

HBA: 12

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -1.67

CX Basic pKa: 11.92

CX LogP: 2.07

CX LogD: 0.11

Aromatic Rings: 4

Heavy Atoms: 67

QED Weighted: 0.01

Np Likeness Score: -0.54

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