NPASS drugs

Drug Information

Drug ID:	NPD5283
Drug Name:	Terameprocol
Molecular Formula:	C22H30O4
Canonical SMILES:	COc1cc(ccc1OC)C[C@H]([C@H](Cc1ccc(c(c1)OC)OC)C)C
Standard InCHI:	"InChI=1S/C22H30O4/c1-15(11-17-7-9-19(23-3)21(13-17)25-5)16(2)12-18-8-10-20(24-4)22(14-18)26-6/h7-10,13-16H,11-12H2,1-6H3/t15-,16+"
Standard InCHIKey:	ORQFDHFZSMXRLM-IYBDPMFKSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5283

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	111694
0.1-0.2	86496
0.2-0.3	11933
0.3-0.4	1247
0.4-0.5	272
0.5-0.6	60
0.6-0.7	13
0.7-0.8	4
0.8-0.85	0
0.85-0.9	3
0.9-0.95	0
0.95-1	2

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	NPC162720
High Similarity	1.0	NPC165106
High Similarity	0.871	NPC36689
High Similarity	0.871	NPC477886
High Similarity	0.871	NPC582602
Intermediate Similarity	0.7941	NPC344161
Intermediate Similarity	0.7105	NPC227217
Intermediate Similarity	0.7105	NPC117780
Intermediate Similarity	0.7027	NPC510539
Remote Similarity	0.6765	NPC80241
Remote Similarity	0.6765	NPC301641
Remote Similarity	0.6765	NPC485483
Remote Similarity	0.6765	NPC536217
Remote Similarity	0.6667	NPC554319
Remote Similarity	0.6571	NPC81067
Remote Similarity	0.6571	NPC532514
Remote Similarity	0.6571	NPC602945
Remote Similarity	0.6389	NPC511977
Remote Similarity	0.6316	NPC517535
Remote Similarity	0.625	NPC292792
Remote Similarity	0.6176	NPC58803
Remote Similarity	0.6	NPC37508
Remote Similarity	0.5909	NPC307215
Remote Similarity	0.5909	NPC512652
Remote Similarity	0.5882	NPC254625
Remote Similarity	0.5882	NPC120075
Remote Similarity	0.5882	NPC606570
Remote Similarity	0.5882	NPC607920
Remote Similarity	0.5714	NPC579652
Remote Similarity	0.5682	NPC137252
Remote Similarity	0.5682	NPC592419
Remote Similarity	0.5652	NPC11952
Remote Similarity	0.5652	NPC62602
Remote Similarity	0.5652	NPC554802
Remote Similarity	0.5556	NPC274356
Remote Similarity	0.5556	NPC222986
Remote Similarity	0.5556	NPC475961
Remote Similarity	0.5556	NPC236426
Remote Similarity	0.5556	NPC137685
Remote Similarity	0.5556	NPC267990
Remote Similarity	0.5556	NPC101748
Remote Similarity	0.5556	NPC492840
Remote Similarity	0.5556	NPC607901
Remote Similarity	0.5532	NPC474017
Remote Similarity	0.5532	NPC513238
Remote Similarity	0.5476	NPC223807
Remote Similarity	0.5476	NPC90276
Remote Similarity	0.5476	NPC113776
Remote Similarity	0.5476	NPC311732
Remote Similarity	0.5476	NPC331178
Remote Similarity	0.5476	NPC556166
Remote Similarity	0.5455	NPC161056
Remote Similarity	0.5405	NPC303522
Remote Similarity	0.5405	NPC298486
Remote Similarity	0.5349	NPC249788
Remote Similarity	0.5263	NPC165133
Remote Similarity	0.5263	NPC242885
Remote Similarity	0.5263	NPC95614
Remote Similarity	0.5263	NPC76451
Remote Similarity	0.5263	NPC176074
Remote Similarity	0.5263	NPC232316
Remote Similarity	0.5263	NPC590193
Remote Similarity	0.5263	NPC609746
Remote Similarity	0.5238	NPC67012
Remote Similarity	0.5238	NPC137440
Remote Similarity	0.5227	NPC482890
Remote Similarity	0.5227	NPC28408
Remote Similarity	0.5227	NPC512716
Remote Similarity	0.5227	NPC545678
Remote Similarity	0.5227	NPC587328
Remote Similarity	0.5227	NPC607444
Remote Similarity	0.5161	NPC290621
Remote Similarity	0.5152	NPC258425
Remote Similarity	0.5152	NPC606659
Remote Similarity	0.5143	NPC474691
Remote Similarity	0.5128	NPC251855
Remote Similarity	0.5128	NPC205502
Remote Similarity	0.5128	NPC602760
Remote Similarity	0.5122	NPC531204
Remote Similarity	0.5111	NPC91702
Remote Similarity	0.5111	NPC485480
Remote Similarity	0.5106	NPC59422

Drug Structure

NPD5283 OpenBabel08211706322D 26 27 0 0 1 0 0 0 0 0999 V2000 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 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 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -6.0622 -1.5000 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 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 25 1 0 0 0 0 6 26 1 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 10 2 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 17 2 0 0 0 0 13 21 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 1 1 6 0 0 0 15 16 1 0 0 0 0 16 2 1 1 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 22 2 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001082
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	476861
ChEBI
CAS Number

Drug Properties

Molecular Weight	358.21
ALogP	0.702
MLogP	3.44
XLogP	6.276
HDA	0
HBD	0
Rotatable Bonds	15
TPSA	36.92
RO5 Violation	1