NPASS drugs

Drug Information

Drug ID:	NPD4965
Drug Name:	Podofilox
Molecular Formula:	C22H22O8
Canonical SMILES:	COc1cc(cc(c1OC)OC)[C@@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O
Standard InCHI:	"InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18-,19-,20-/m0/s1"
Standard InCHIKey:	YJGVMLPVUAXIQN-KJYZGMDISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4965

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	98453
0.1-0.2	107677
0.2-0.3	5048
0.3-0.4	404
0.4-0.5	79
0.5-0.6	39
0.6-0.7	20
0.7-0.8	5
0.8-0.85	3
0.85-0.9	4
0.9-0.95	0
0.95-1	8

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC237946
High Similarity	1.0	NPC226168
High Similarity	1.0	NPC32373
High Similarity	1.0	NPC318335
High Similarity	1.0	NPC10635
High Similarity	1.0	NPC494981
High Similarity	1.0	NPC608448
High Similarity	1.0	NPC611758
High Similarity	0.8947	NPC119910
High Similarity	0.8679	NPC321164
High Similarity	0.8679	NPC306487
High Similarity	0.8679	NPC220722
Intermediate Similarity	0.8136	NPC91634
Intermediate Similarity	0.8136	NPC150943
Intermediate Similarity	0.8136	NPC268718
Intermediate Similarity	0.7667	NPC207584
Intermediate Similarity	0.7667	NPC19947
Intermediate Similarity	0.7344	NPC258388
Intermediate Similarity	0.7083	NPC272234
Intermediate Similarity	0.7031	NPC509671
Remote Similarity	0.6885	NPC178574
Remote Similarity	0.6769	NPC288149
Remote Similarity	0.6557	NPC239890
Remote Similarity	0.6557	NPC94759
Remote Similarity	0.6557	NPC169037
Remote Similarity	0.6557	NPC209411
Remote Similarity	0.6557	NPC279624
Remote Similarity	0.6557	NPC515784
Remote Similarity	0.6515	NPC258499
Remote Similarity	0.6418	NPC8838
Remote Similarity	0.6324	NPC194873
Remote Similarity	0.619	NPC80230
Remote Similarity	0.619	NPC57932
Remote Similarity	0.619	NPC52453
Remote Similarity	0.619	NPC104024
Remote Similarity	0.619	NPC101755
Remote Similarity	0.619	NPC304687
Remote Similarity	0.619	NPC65574
Remote Similarity	0.619	NPC574923
Remote Similarity	0.619	NPC602197
Remote Similarity	0.5909	NPC107909
Remote Similarity	0.5909	NPC293899
Remote Similarity	0.5846	NPC262455
Remote Similarity	0.5846	NPC177476
Remote Similarity	0.5833	NPC149363
Remote Similarity	0.5821	NPC210642
Remote Similarity	0.5821	NPC13985
Remote Similarity	0.5821	NPC160295
Remote Similarity	0.5758	NPC238540
Remote Similarity	0.5758	NPC149505
Remote Similarity	0.5758	NPC580635
Remote Similarity	0.5606	NPC65591
Remote Similarity	0.5571	NPC115281
Remote Similarity	0.5571	NPC319209
Remote Similarity	0.5556	NPC194304
Remote Similarity	0.5556	NPC477698
Remote Similarity	0.5522	NPC480477
Remote Similarity	0.5455	NPC191436
Remote Similarity	0.5429	NPC265431
Remote Similarity	0.5397	NPC164082
Remote Similarity	0.5286	NPC505066
Remote Similarity	0.5246	NPC151423
Remote Similarity	0.5246	NPC74824
Remote Similarity	0.5143	NPC30009
Remote Similarity	0.5143	NPC103197
Remote Similarity	0.5082	NPC218841
Remote Similarity	0.5082	NPC170590
Remote Similarity	0.5082	NPC516782
Remote Similarity	0.5072	NPC276814
Remote Similarity	0.5072	NPC115051
Remote Similarity	0.5072	NPC537076
Remote Similarity	0.507	NPC92316
Remote Similarity	0.507	NPC577734
Remote Similarity	0.507	NPC584975
Remote Similarity	0.5062	NPC152424
Remote Similarity	0.5062	NPC183435
Remote Similarity	0.5062	NPC282185
Remote Similarity	0.5062	NPC305954
Remote Similarity	0.5062	NPC301351

Drug Structure

NPD4965 OpenBabel08211706322D 31 35 0 0 1 0 0 0 0 0999 V2000 -0.1932 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5418 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0029 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4049 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6728 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -5.0000 0.0000 O 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 5.9540 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9540 0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 10 2 0 0 0 0 4 16 1 0 0 0 0 5 10 1 0 0 0 0 5 17 2 0 0 0 0 6 11 2 0 0 0 0 6 14 1 0 0 0 0 7 12 2 0 0 0 0 7 15 1 0 0 0 0 8 28 1 0 0 0 0 9 29 1 0 0 0 0 9 30 1 0 0 0 0 11 12 1 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 8 1 6 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 29 1 0 0 0 0 15 30 1 0 0 0 0 16 21 2 0 0 0 0 16 25 1 0 0 0 0 17 21 1 0 0 0 0 17 26 1 0 0 0 0 18 10 1 6 0 0 0 18 19 1 0 0 0 0 19 22 1 1 0 0 0 20 23 1 1 0 0 0 21 27 1 0 0 0 0 22 24 2 0 0 0 0 22 28 1 0 0 0 0 23 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001139
DrugBank	DB01179
ChEMBL	CHEMBL61
IUPHAR/BPS
PharmaGKB	PA450993
KEGG Drug
PubChem CID	0
ChEBI	50305
CAS Number	518-28-5

Drug Properties

Molecular Weight	414.13
ALogP	-1.5006
MLogP	3
XLogP	1.259
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	92.68
RO5 Violation	0