NPASS drugs

Drug Information

Drug ID:	NPD6360
Drug Name:	GI-129471
Molecular Formula:	C25H33N3O4S
Canonical SMILES:	CN=C([C@@H](N=C([C@@H]([C@@H](C(=NO)O)CSc1ccccc1)CC(C)C)O)Cc1ccccc1)O
Standard InCHI:	InChI=1S/C25H33N3O4S/c1-17(2)14-20(21(24(30)28-32)16-33-19-12-8-5-9-13-19)23(29)27-22(25(31)26-3)15-18-10-6-4-7-11-18/h4-13,17,20-22,32H,14-16H2,1-3H3,(H,26,31)(H,27,29)(H,28,30)/t20-,21+,22+/m1/s1
Standard InCHIKey:	UBFGIEDUTRCMEQ-FSSWDIPSSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6360

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	94
0.1-0.2	777
0.2-0.3	3897
0.3-0.4	14030
0.4-0.5	10317
0.5-0.6	1544
0.6-0.7	198
0.7-0.8	32
0.8-0.85	1
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
Intermediate Similarity	0.8	NPC25565
Intermediate Similarity	0.7928	NPC473501
Intermediate Similarity	0.7928	NPC475439
Intermediate Similarity	0.7768	NPC311242
Intermediate Similarity	0.7748	NPC161972
Intermediate Similarity	0.7748	NPC303045
Intermediate Similarity	0.7672	NPC194390
Intermediate Similarity	0.7672	NPC224610
Intermediate Similarity	0.7672	NPC88267
Intermediate Similarity	0.7672	NPC113326
Intermediate Similarity	0.7477	NPC226438
Intermediate Similarity	0.744	NPC254088
Intermediate Similarity	0.7387	NPC172128
Intermediate Similarity	0.7273	NPC471638
Intermediate Similarity	0.7232	NPC141139
Intermediate Similarity	0.7232	NPC78041
Intermediate Similarity	0.7232	NPC121872
Intermediate Similarity	0.7232	NPC74936
Intermediate Similarity	0.7232	NPC159178
Intermediate Similarity	0.7232	NPC209764
Intermediate Similarity	0.7232	NPC471307
Intermediate Similarity	0.7222	NPC470544
Intermediate Similarity	0.7165	NPC470545
Intermediate Similarity	0.7164	NPC300315
Intermediate Similarity	0.7143	NPC470877
Intermediate Similarity	0.713	NPC58674
Intermediate Similarity	0.7109	NPC470546
Intermediate Similarity	0.7043	NPC471309
Intermediate Similarity	0.704	NPC474584
Intermediate Similarity	0.7025	NPC211551
Intermediate Similarity	0.7016	NPC319579
Intermediate Similarity	0.7	NPC477061
Intermediate Similarity	0.7	NPC45777
Remote Similarity	0.6967	NPC327481
Remote Similarity	0.693	NPC316108
Remote Similarity	0.6875	NPC317254
Remote Similarity	0.6866	NPC47667
Remote Similarity	0.6864	NPC33168
Remote Similarity	0.6842	NPC35996
Remote Similarity	0.6818	NPC71684
Remote Similarity	0.6797	NPC33742
Remote Similarity	0.6781	NPC105717
Remote Similarity	0.6769	NPC311737
Remote Similarity	0.6769	NPC38458
Remote Similarity	0.6769	NPC169328
Remote Similarity	0.6754	NPC12429
Remote Similarity	0.675	NPC12730
Remote Similarity	0.6726	NPC203076
Remote Similarity	0.6724	NPC245259
Remote Similarity	0.6721	NPC471317
Remote Similarity	0.6719	NPC276949
Remote Similarity	0.6719	NPC35850
Remote Similarity	0.6718	NPC314992
Remote Similarity	0.6718	NPC237420
Remote Similarity	0.6718	NPC310467
Remote Similarity	0.6694	NPC469457
Remote Similarity	0.6693	NPC329011
Remote Similarity	0.6692	NPC2265
Remote Similarity	0.6692	NPC82963
Remote Similarity	0.6691	NPC477937
Remote Similarity	0.6691	NPC246913
Remote Similarity	0.669	NPC89489
Remote Similarity	0.669	NPC322878
Remote Similarity	0.6667	NPC283760
Remote Similarity	0.6667	NPC118202
Remote Similarity	0.6617	NPC478016
Remote Similarity	0.6617	NPC476990
Remote Similarity	0.6617	NPC478014
Remote Similarity	0.6617	NPC478015
Remote Similarity	0.6615	NPC197470
Remote Similarity	0.6609	NPC325441
Remote Similarity	0.66	NPC286551
Remote Similarity	0.6594	NPC473322
Remote Similarity	0.6585	NPC202613
Remote Similarity	0.6585	NPC471310
Remote Similarity	0.6585	NPC164859
Remote Similarity	0.6567	NPC202521
Remote Similarity	0.6552	NPC468984
Remote Similarity	0.6519	NPC252878
Remote Similarity	0.65	NPC255447
Remote Similarity	0.6496	NPC258627
Remote Similarity	0.6496	NPC4974
Remote Similarity	0.6484	NPC474149
Remote Similarity	0.6475	NPC111428
Remote Similarity	0.6475	NPC295478
Remote Similarity	0.6471	NPC6975
Remote Similarity	0.6471	NPC46427
Remote Similarity	0.6462	NPC474544
Remote Similarity	0.6462	NPC1986
Remote Similarity	0.6458	NPC477557
Remote Similarity	0.6454	NPC326966
Remote Similarity	0.6449	NPC278097
Remote Similarity	0.6444	NPC324702
Remote Similarity	0.6429	NPC191215
Remote Similarity	0.6429	NPC274089
Remote Similarity	0.6408	NPC244866
Remote Similarity	0.6406	NPC258056
Remote Similarity	0.64	NPC13470
Remote Similarity	0.6385	NPC273814
Remote Similarity	0.6379	NPC473031
Remote Similarity	0.6377	NPC472414
Remote Similarity	0.6377	NPC101719
Remote Similarity	0.6372	NPC14326
Remote Similarity	0.637	NPC80150
Remote Similarity	0.637	NPC190663
Remote Similarity	0.637	NPC200964
Remote Similarity	0.6364	NPC188010
Remote Similarity	0.635	NPC472415
Remote Similarity	0.6348	NPC3210
Remote Similarity	0.6338	NPC42423
Remote Similarity	0.6333	NPC300455
Remote Similarity	0.6328	NPC24101
Remote Similarity	0.6328	NPC96224
Remote Similarity	0.6324	NPC86966
Remote Similarity	0.6316	NPC239357
Remote Similarity	0.6312	NPC200589
Remote Similarity	0.6304	NPC22746
Remote Similarity	0.6304	NPC222466
Remote Similarity	0.6299	NPC231705
Remote Similarity	0.6296	NPC268572
Remote Similarity	0.6291	NPC283783
Remote Similarity	0.6286	NPC319766
Remote Similarity	0.6277	NPC109151
Remote Similarity	0.6277	NPC160493
Remote Similarity	0.6268	NPC183722
Remote Similarity	0.625	NPC64897
Remote Similarity	0.625	NPC90693
Remote Similarity	0.625	NPC142297
Remote Similarity	0.625	NPC112823
Remote Similarity	0.6241	NPC71271
Remote Similarity	0.6233	NPC132636
Remote Similarity	0.6207	NPC120114
Remote Similarity	0.6207	NPC71888
Remote Similarity	0.6202	NPC153690
Remote Similarity	0.6198	NPC476483
Remote Similarity	0.6197	NPC325651
Remote Similarity	0.6195	NPC192623
Remote Similarity	0.6174	NPC477770
Remote Similarity	0.617	NPC199738
Remote Similarity	0.617	NPC210950
Remote Similarity	0.6165	NPC205652
Remote Similarity	0.6165	NPC471318
Remote Similarity	0.6164	NPC175870
Remote Similarity	0.6164	NPC127741
Remote Similarity	0.6164	NPC43755
Remote Similarity	0.616	NPC228400
Remote Similarity	0.616	NPC214200
Remote Similarity	0.6159	NPC474862
Remote Similarity	0.6154	NPC474091
Remote Similarity	0.6154	NPC292758
Remote Similarity	0.6154	NPC65855
Remote Similarity	0.6154	NPC130309
Remote Similarity	0.6149	NPC476989
Remote Similarity	0.6138	NPC267237
Remote Similarity	0.6138	NPC228511
Remote Similarity	0.6138	NPC132847
Remote Similarity	0.6133	NPC471680
Remote Similarity	0.6131	NPC476183
Remote Similarity	0.6127	NPC477839
Remote Similarity	0.6127	NPC472413
Remote Similarity	0.6127	NPC116057
Remote Similarity	0.6122	NPC474587
Remote Similarity	0.6122	NPC309667
Remote Similarity	0.6122	NPC475132
Remote Similarity	0.6116	NPC323164
Remote Similarity	0.6116	NPC265521
Remote Similarity	0.6115	NPC471314
Remote Similarity	0.6115	NPC471315
Remote Similarity	0.6111	NPC318154
Remote Similarity	0.6111	NPC246079
Remote Similarity	0.6111	NPC24990
Remote Similarity	0.6107	NPC161069
Remote Similarity	0.6107	NPC189724
Remote Similarity	0.6107	NPC212850
Remote Similarity	0.6107	NPC83289
Remote Similarity	0.6107	NPC168861
Remote Similarity	0.6103	NPC122009
Remote Similarity	0.6102	NPC198747
Remote Similarity	0.6098	NPC317400
Remote Similarity	0.6096	NPC279045
Remote Similarity	0.6096	NPC113325
Remote Similarity	0.6087	NPC273830
Remote Similarity	0.6087	NPC476184
Remote Similarity	0.6087	NPC476281
Remote Similarity	0.6084	NPC478147
Remote Similarity	0.6083	NPC166487
Remote Similarity	0.6081	NPC475293
Remote Similarity	0.6074	NPC14672
Remote Similarity	0.6074	NPC285926
Remote Similarity	0.6074	NPC315276
Remote Similarity	0.6069	NPC3202
Remote Similarity	0.6069	NPC287401
Remote Similarity	0.6063	NPC178902
Remote Similarity	0.6061	NPC317725
Remote Similarity	0.6061	NPC317362
Remote Similarity	0.6061	NPC318930
Remote Similarity	0.6061	NPC326407
Remote Similarity	0.6058	NPC43275
Remote Similarity	0.6054	NPC208725
Remote Similarity	0.605	NPC262393

Drug Structure

NPD6360 OpenBabel08211709092D 37 38 0 0 1 0 0 0 0 0999 V2000 5.1962 -1.0000 0.0000 C 0 0 0 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 8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 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 7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 2.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 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 -0.8660 0.5000 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 3.4641 -1.0000 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 1.7321 -0.0000 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 6.9282 2.0000 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 3.4641 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 O 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 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 26 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 13 19 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 16 33 1 0 0 0 0 19 33 1 0 0 0 0 20 14 1 6 0 0 0 20 21 1 0 0 0 0 20 23 1 0 0 0 0 21 16 1 6 0 0 0 21 24 1 0 0 0 0 22 15 1 1 0 0 0 22 25 1 0 0 0 0 22 27 1 0 0 0 0 23 27 2 3 0 0 0 23 29 1 0 0 0 0 24 28 2 3 0 0 0 24 30 1 0 0 0 0 25 26 2 3 0 0 0 25 31 1 0 0 0 0 28 32 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 31 36 1 0 0 0 0 32 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007835
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	471.22
ALogP	0.2583
MLogP	3.33
XLogP	7.958
HDA	5
HBD	4
Rotatable Bonds	19
TPSA	143.3
RO5 Violation	2