N-(4-(1-((4R,4aS,12aS)-4-amino-3,10,11,12a-tetrahydroxy-6,9-dimethyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracen-2-yl)ethylideneamino)phenylsulfonyl)acetamide hydrochloride

ID: ALA3250625

PubChem CID: 136498857

Max Phase: Preclinical

Molecular Formula: C30H30ClN3O9S

Molecular Weight: 607.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NS(=O)(=O)c1ccc(/N=C(\C)C2=C(O)[C@H](N)[C@@H]3Cc4c(c(O)c5c(O)c(C)ccc5c4C)C(=O)[C@]3(O)C2=O)cc1.Cl

Standard InChI:  InChI=1S/C30H29N3O9S.ClH/c1-12-5-10-18-13(2)19-11-20-24(31)27(37)21(28(38)30(20,40)29(39)23(19)26(36)22(18)25(12)35)14(3)32-16-6-8-17(9-7-16)43(41,42)33-15(4)34;/h5-10,20,24,35-37,40H,11,31H2,1-4H3,(H,33,34);1H/b32-14+;/t20-,24+,30+;/m0./s1

Standard InChI Key:  OPEGOIGJDMDUBQ-QXGCKJDSSA-N

Molfile:  

     RDKit          2D

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   53.4594   -8.6883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

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: 607.64

Molecular Weight (Monoisotopic): 607.1625

AlogP: 2.29

#Rotatable Bonds: 4

Polar Surface Area: 216.68

Molecular Species: ZWITTERION

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.90

CX Basic pKa: 14.77

CX LogP: 0.81

CX LogD: -0.33

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.19

Np Likeness Score: 0.35

References

1. Garmaise DL, Chu DT, Bernstein E, Inaba M, Stamm JM..  (1979)  Synthesis and antibacterial activity of 2'-substituted chelocardin analogues.,  22  (5): [PMID:379332] [10.1021/jm00191a018]

Source

Source(1):

• Scientific Literature