NPASS drugs

Drug Information

Drug ID:	NPD5893
Drug Name:	WEB-2347
Molecular Formula:	C24H26ClN5OS
Canonical SMILES:	CCCN(C(=O)C1Cc2c(C1)c1c(s2)n2cnnc2CN=C1c1ccccc1Cl)CCC
Standard InCHI:	InChI=1S/C24H26ClN5OS/c1-3-9-29(10-4-2)23(31)15-11-17-19(12-15)32-24-21(17)22(16-7-5-6-8-18(16)25)26-13-20-28-27-14-30(20)24/h5-8,14-15H,3-4,9-13H2,1-2H3
Standard InCHIKey:	QSFPBHMKQWQPIL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5893

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	664
0.1-0.2	8410
0.2-0.3	16350
0.3-0.4	2683
0.4-0.5	2301
0.5-0.6	481
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6036	NPC471609
Remote Similarity	0.5982	NPC317054
Remote Similarity	0.5899	NPC475920
Remote Similarity	0.5897	NPC469308
Remote Similarity	0.5874	NPC16659
Remote Similarity	0.5845	NPC91895
Remote Similarity	0.584	NPC315822
Remote Similarity	0.583	NPC265710
Remote Similarity	0.583	NPC253987
Remote Similarity	0.5783	NPC19170
Remote Similarity	0.5776	NPC294693
Remote Similarity	0.5769	NPC477418
Remote Similarity	0.5769	NPC477420
Remote Similarity	0.5756	NPC65408
Remote Similarity	0.5756	NPC473376
Remote Similarity	0.5755	NPC267811
Remote Similarity	0.5754	NPC69843
Remote Similarity	0.5753	NPC56233
Remote Similarity	0.5714	NPC473380
Remote Similarity	0.5714	NPC240088
Remote Similarity	0.5714	NPC64436
Remote Similarity	0.5714	NPC297862
Remote Similarity	0.5714	NPC470732
Remote Similarity	0.5702	NPC99939
Remote Similarity	0.5702	NPC308931
Remote Similarity	0.57	NPC32002
Remote Similarity	0.57	NPC315348
Remote Similarity	0.5685	NPC116555
Remote Similarity	0.5685	NPC71238
Remote Similarity	0.5668	NPC477591
Remote Similarity	0.5664	NPC164228
Remote Similarity	0.5662	NPC478182
Remote Similarity	0.5654	NPC39092
Remote Similarity	0.565	NPC62995
Remote Similarity	0.565	NPC470731
Remote Similarity	0.5636	NPC474389
Remote Similarity	0.5633	NPC49051
Remote Similarity	0.5631	NPC116961
Remote Similarity	0.5622	NPC477887
Remote Similarity	0.5618	NPC40455
Remote Similarity	0.5616	NPC194881
Remote Similarity	0.5615	NPC54981
Remote Similarity	0.5614	NPC161143
Remote Similarity	0.5607	NPC471617

Drug Structure

NPD5893 OpenBabel08211708292D 32 36 0 0 1 0 0 0 0 0999 V2000 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0301 2.0525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2234 1.0713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0838 2.3757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4703 0.4134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6337 -0.3187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7676 -1.1277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5857 3.5595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8501 2.2908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2269 -1.2322 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.3307 1.7178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1095 0.3504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5240 0.7366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9755 -0.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5271 3.2222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3174 1.3286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3844 2.0410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3119 1.4331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7709 0.0787 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.2650 3.0338 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1449 3.2464 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3272 3.8220 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8503 2.2758 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7186 0.5196 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 16 2 0 0 0 0 8 18 2 0 0 0 0 9 29 1 0 0 0 0 10 29 1 0 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 13 26 1 0 0 0 0 14 27 2 0 0 0 0 14 30 1 0 0 0 0 15 23 1 0 0 0 0 16 18 1 0 0 0 0 16 22 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 25 1 0 0 0 0 19 32 1 0 0 0 0 20 28 2 0 0 0 0 20 30 1 0 0 0 0 21 22 1 0 0 0 0 21 24 2 0 0 0 0 22 26 2 0 0 0 0 23 29 1 0 0 0 0 23 31 2 0 0 0 0 24 30 1 0 0 0 0 24 32 1 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006289
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	467.15
ALogP	0.1838
MLogP	3.22
XLogP	4.601
HDA	6
HBD	0
Rotatable Bonds	10
TPSA	91.1
RO5 Violation	0