NPASS drugs

Drug Information

Drug ID:	NPD6833
Drug Name:
Molecular Formula:	C27H33N3O3S
Canonical SMILES:	SC[C@@H](CNc1ccc(c(c1)c1cccc2c1cccc2)C(=N[C@H](C(=O)OC)CC(C)C)O)N
Standard InCHI:	InChI=1S/C27H33N3O3S/c1-17(2)13-25(27(32)33-3)30-26(31)23-12-11-20(29-15-19(28)16-34)14-24(23)22-10-6-8-18-7-4-5-9-21(18)22/h4-12,14,17,19,25,29,34H,13,15-16,28H2,1-3H3,(H,30,31)/t19-,25+/m1/s1
Standard InCHIKey:	XVWPFYDMUFBHBF-CLOONOSVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6833

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	151
0.1-0.2	931
0.2-0.3	4586
0.3-0.4	11248
0.4-0.5	9813
0.5-0.6	3418
0.6-0.7	739
0.7-0.8	4
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
Intermediate Similarity	0.7168	NPC254798
Intermediate Similarity	0.7088	NPC472115
Intermediate Similarity	0.7088	NPC472114
Intermediate Similarity	0.7024	NPC471741
Remote Similarity	0.6941	NPC287358
Remote Similarity	0.6911	NPC471742
Remote Similarity	0.6885	NPC189116
Remote Similarity	0.6859	NPC470317
Remote Similarity	0.6816	NPC472329
Remote Similarity	0.6816	NPC472330
Remote Similarity	0.6811	NPC278887
Remote Similarity	0.6802	NPC45850
Remote Similarity	0.6772	NPC471743
Remote Similarity	0.6754	NPC469896
Remote Similarity	0.6746	NPC476689
Remote Similarity	0.6746	NPC476685
Remote Similarity	0.6746	NPC476687
Remote Similarity	0.6739	NPC282339
Remote Similarity	0.6739	NPC133470
Remote Similarity	0.6739	NPC191863
Remote Similarity	0.6739	NPC99632
Remote Similarity	0.6739	NPC289776
Remote Similarity	0.6738	NPC280548
Remote Similarity	0.6735	NPC474059
Remote Similarity	0.6735	NPC313293
Remote Similarity	0.6721	NPC36495
Remote Similarity	0.6702	NPC219336
Remote Similarity	0.6687	NPC4974
Remote Similarity	0.6683	NPC195314
Remote Similarity	0.6649	NPC85651
Remote Similarity	0.6649	NPC217372
Remote Similarity	0.6649	NPC183662
Remote Similarity	0.6649	NPC15573
Remote Similarity	0.662	NPC313884
Remote Similarity	0.662	NPC98371
Remote Similarity	0.6601	NPC79129
Remote Similarity	0.6601	NPC249150
Remote Similarity	0.6601	NPC49196
Remote Similarity	0.6601	NPC81654
Remote Similarity	0.6601	NPC195461
Remote Similarity	0.6601	NPC313985
Remote Similarity	0.6599	NPC175474
Remote Similarity	0.6598	NPC19679
Remote Similarity	0.6595	NPC68650
Remote Similarity	0.6595	NPC248117
Remote Similarity	0.6591	NPC472241
Remote Similarity	0.659	NPC24370
Remote Similarity	0.659	NPC319232
Remote Similarity	0.6588	NPC478157
Remote Similarity	0.6585	NPC476098
Remote Similarity	0.6584	NPC102008
Remote Similarity	0.6582	NPC160381
Remote Similarity	0.6579	NPC259545
Remote Similarity	0.657	NPC323927
Remote Similarity	0.6566	NPC329858
Remote Similarity	0.6559	NPC476231
Remote Similarity	0.6557	NPC330009
Remote Similarity	0.6557	NPC469928
Remote Similarity	0.6555	NPC234999
Remote Similarity	0.6554	NPC473922
Remote Similarity	0.6552	NPC32200
Remote Similarity	0.655	NPC246913
Remote Similarity	0.6548	NPC181928
Remote Similarity	0.6541	NPC193410
Remote Similarity	0.6537	NPC193761
Remote Similarity	0.6537	NPC474116
Remote Similarity	0.6536	NPC264589
Remote Similarity	0.6535	NPC90967
Remote Similarity	0.6531	NPC52262
Remote Similarity	0.6528	NPC232340
Remote Similarity	0.6517	NPC181502
Remote Similarity	0.6517	NPC85066
Remote Similarity	0.6515	NPC183805
Remote Similarity	0.6509	NPC210950
Remote Similarity	0.6509	NPC199738
Remote Similarity	0.6505	NPC27904
Remote Similarity	0.6502	NPC50503
Remote Similarity	0.6493	NPC475778
Remote Similarity	0.6492	NPC34508
Remote Similarity	0.6491	NPC314098
Remote Similarity	0.6486	NPC323752
Remote Similarity	0.6486	NPC123241
Remote Similarity	0.6486	NPC211525
Remote Similarity	0.6486	NPC61013
Remote Similarity	0.6486	NPC153694
Remote Similarity	0.6485	NPC303214
Remote Similarity	0.6485	NPC245916
Remote Similarity	0.6484	NPC118559
Remote Similarity	0.6484	NPC124920
Remote Similarity	0.6484	NPC304307
Remote Similarity	0.6484	NPC261251
Remote Similarity	0.6484	NPC34580
Remote Similarity	0.6482	NPC95783
Remote Similarity	0.6482	NPC5630
Remote Similarity	0.6482	NPC473298
Remote Similarity	0.648	NPC472242
Remote Similarity	0.6479	NPC74969
Remote Similarity	0.6477	NPC242933
Remote Similarity	0.6474	NPC184437
Remote Similarity	0.6471	NPC16667
Remote Similarity	0.6471	NPC472121
Remote Similarity	0.6468	NPC125597
Remote Similarity	0.6462	NPC31700
Remote Similarity	0.6458	NPC158277
Remote Similarity	0.6456	NPC476874
Remote Similarity	0.6456	NPC162730
Remote Similarity	0.6455	NPC33949
Remote Similarity	0.6455	NPC100547
Remote Similarity	0.6453	NPC141454
Remote Similarity	0.645	NPC203628
Remote Similarity	0.6447	NPC307396
Remote Similarity	0.6446	NPC273830
Remote Similarity	0.6444	NPC478039
Remote Similarity	0.6443	NPC321211
Remote Similarity	0.6443	NPC213468
Remote Similarity	0.6441	NPC43477
Remote Similarity	0.644	NPC469671
Remote Similarity	0.644	NPC126676
Remote Similarity	0.6438	NPC214142
Remote Similarity	0.6432	NPC196251
Remote Similarity	0.6432	NPC93343
Remote Similarity	0.6432	NPC102338
Remote Similarity	0.6432	NPC246700
Remote Similarity	0.6432	NPC321708
Remote Similarity	0.6432	NPC111602
Remote Similarity	0.6432	NPC63199
Remote Similarity	0.6429	NPC478158
Remote Similarity	0.6429	NPC284102
Remote Similarity	0.6429	NPC143533
Remote Similarity	0.6425	NPC95240
Remote Similarity	0.6425	NPC223409
Remote Similarity	0.6425	NPC267885
Remote Similarity	0.6425	NPC322135
Remote Similarity	0.6422	NPC306376
Remote Similarity	0.6422	NPC52557
Remote Similarity	0.6422	NPC473747
Remote Similarity	0.6422	NPC51388
Remote Similarity	0.6417	NPC225319
Remote Similarity	0.6415	NPC31385
Remote Similarity	0.6415	NPC75726
Remote Similarity	0.6415	NPC110602
Remote Similarity	0.6415	NPC75634
Remote Similarity	0.6414	NPC235684
Remote Similarity	0.6414	NPC94752
Remote Similarity	0.6413	NPC323198
Remote Similarity	0.6406	NPC473317
Remote Similarity	0.64	NPC314333
Remote Similarity	0.64	NPC83111
Remote Similarity	0.6398	NPC104345
Remote Similarity	0.6396	NPC14288
Remote Similarity	0.6394	NPC314648
Remote Similarity	0.6389	NPC311658
Remote Similarity	0.6384	NPC263937
Remote Similarity	0.6384	NPC472243
Remote Similarity	0.6384	NPC94428
Remote Similarity	0.6383	NPC293458
Remote Similarity	0.6382	NPC21425
Remote Similarity	0.6379	NPC253476
Remote Similarity	0.6378	NPC475962
Remote Similarity	0.6378	NPC473297
Remote Similarity	0.6376	NPC478141
Remote Similarity	0.6374	NPC475168
Remote Similarity	0.6374	NPC7817
Remote Similarity	0.6373	NPC110500
Remote Similarity	0.6373	NPC469938
Remote Similarity	0.6373	NPC149155
Remote Similarity	0.6373	NPC203468
Remote Similarity	0.6373	NPC475097
Remote Similarity	0.6368	NPC54803
Remote Similarity	0.6368	NPC9894
Remote Similarity	0.6368	NPC321592
Remote Similarity	0.6364	NPC243673
Remote Similarity	0.6364	NPC473189
Remote Similarity	0.6364	NPC476319
Remote Similarity	0.6364	NPC263709
Remote Similarity	0.6364	NPC310403
Remote Similarity	0.6364	NPC148468
Remote Similarity	0.6364	NPC97380
Remote Similarity	0.6364	NPC67056
Remote Similarity	0.6364	NPC63210
Remote Similarity	0.6359	NPC126709
Remote Similarity	0.6359	NPC475151
Remote Similarity	0.6359	NPC248041
Remote Similarity	0.6359	NPC218594
Remote Similarity	0.6359	NPC99043
Remote Similarity	0.6359	NPC270009
Remote Similarity	0.6359	NPC25897
Remote Similarity	0.6355	NPC34717
Remote Similarity	0.6354	NPC6982
Remote Similarity	0.635	NPC46413
Remote Similarity	0.6349	NPC159319
Remote Similarity	0.6346	NPC165599
Remote Similarity	0.6345	NPC472444
Remote Similarity	0.6344	NPC36836
Remote Similarity	0.6344	NPC63370
Remote Similarity	0.6343	NPC281049
Remote Similarity	0.634	NPC203202
Remote Similarity	0.634	NPC84347
Remote Similarity	0.634	NPC264482
Remote Similarity	0.6339	NPC284888

Drug Structure

NPD6833 OpenBabel08211710072D 39 41 0 0 1 0 0 0 0 0999 V2000 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 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 2.5981 1.5000 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 3.4641 0.0000 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 1.7321 1.0000 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 -1.7321 1.0000 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 -3.5000 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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 C 0 0 2 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 1.7321 0.0000 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 -0.8660 -0.5000 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 -1.7321 -3.0000 0.0000 C 0 0 1 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 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 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 33 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 9 1 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 21 2 0 0 0 0 10 22 2 0 0 0 0 11 12 2 0 0 0 0 11 20 1 0 0 0 0 12 23 1 0 0 0 0 13 17 1 0 0 0 0 14 20 2 0 0 0 0 14 24 1 0 0 0 0 15 29 1 0 0 0 0 16 19 1 0 0 0 0 16 34 1 0 0 0 0 18 21 1 0 0 0 0 19 15 1 6 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 22 1 0 0 0 0 22 24 1 0 0 0 0 23 24 2 0 0 0 0 23 26 1 0 0 0 0 25 13 1 1 0 0 0 25 27 1 0 0 0 0 25 30 1 0 0 0 0 26 30 2 3 0 0 0 26 31 1 0 0 0 0 27 32 2 0 0 0 0 27 33 1 0 0 0 0 28 35 1 0 0 0 0 28 36 1 0 0 0 0 29 37 1 0 0 0 0 31 38 1 0 0 0 0 34 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000688
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9811606
ChEBI
CAS Number

Drug Properties

Molecular Weight	479.22
ALogP	-0.0855
MLogP	3.66
XLogP	8.066
HDA	6
HBD	3
Rotatable Bonds	17
TPSA	135.74
RO5 Violation	2