NPASS drugs

Drug Information

Drug ID:	NPD6389
Drug Name:
Molecular Formula:	C25H36N2O2S
Canonical SMILES:	O=C(N(CCc1ccccn1)C)CCSc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C
Standard InCHI:	InChI=1S/C25H36N2O2S/c1-24(2,3)20-16-19(17-21(23(20)29)25(4,5)6)30-15-12-22(28)27(7)14-11-18-10-8-9-13-26-18/h8-10,13,16-17,29H,11-12,14-15H2,1-7H3
Standard InCHIKey:	YPPRSIHNTQEZCJ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6389

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	301
0.1-0.2	2051
0.2-0.3	10226
0.3-0.4	8767
0.4-0.5	6685
0.5-0.6	1931
0.6-0.7	911
0.7-0.8	18
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	0.7772	NPC471178
Intermediate Similarity	0.776	NPC124542
Intermediate Similarity	0.776	NPC471177
Intermediate Similarity	0.776	NPC59779
Intermediate Similarity	0.734	NPC473057
Intermediate Similarity	0.7194	NPC222592
Intermediate Similarity	0.7194	NPC168486
Intermediate Similarity	0.7163	NPC200836
Intermediate Similarity	0.7107	NPC271792
Intermediate Similarity	0.7079	NPC3715
Intermediate Similarity	0.7068	NPC97367
Intermediate Similarity	0.7056	NPC248462
Intermediate Similarity	0.7033	NPC211813
Intermediate Similarity	0.702	NPC249662
Intermediate Similarity	0.701	NPC314940
Intermediate Similarity	0.701	NPC473764
Intermediate Similarity	0.7	NPC53144
Intermediate Similarity	0.7	NPC143325
Remote Similarity	0.6995	NPC108469
Remote Similarity	0.6963	NPC25899
Remote Similarity	0.6941	NPC313804
Remote Similarity	0.6941	NPC315804
Remote Similarity	0.6939	NPC471294
Remote Similarity	0.6931	NPC171171
Remote Similarity	0.6907	NPC98187
Remote Similarity	0.6881	NPC314002
Remote Similarity	0.6875	NPC78767
Remote Similarity	0.6875	NPC90229
Remote Similarity	0.6875	NPC473814
Remote Similarity	0.6875	NPC224928
Remote Similarity	0.6872	NPC44161
Remote Similarity	0.6869	NPC203754
Remote Similarity	0.6869	NPC150048
Remote Similarity	0.6869	NPC477111
Remote Similarity	0.686	NPC93390
Remote Similarity	0.6859	NPC129721
Remote Similarity	0.6845	NPC99666
Remote Similarity	0.6845	NPC324149
Remote Similarity	0.6839	NPC48192
Remote Similarity	0.6834	NPC64436
Remote Similarity	0.6832	NPC204717
Remote Similarity	0.6825	NPC300183
Remote Similarity	0.6814	NPC206251
Remote Similarity	0.6814	NPC74382
Remote Similarity	0.6812	NPC329541
Remote Similarity	0.6808	NPC475070
Remote Similarity	0.6806	NPC85273
Remote Similarity	0.6802	NPC252590
Remote Similarity	0.6798	NPC295158
Remote Similarity	0.6794	NPC156704
Remote Similarity	0.6782	NPC220765
Remote Similarity	0.678	NPC183805
Remote Similarity	0.678	NPC471311
Remote Similarity	0.678	NPC471313
Remote Similarity	0.6771	NPC478141
Remote Similarity	0.6768	NPC259545
Remote Similarity	0.6763	NPC471448
Remote Similarity	0.6762	NPC212213
Remote Similarity	0.6761	NPC75498
Remote Similarity	0.6756	NPC60006
Remote Similarity	0.6753	NPC177404
Remote Similarity	0.6753	NPC315214
Remote Similarity	0.6753	NPC47298
Remote Similarity	0.6736	NPC84508
Remote Similarity	0.6732	NPC238242
Remote Similarity	0.6732	NPC46580
Remote Similarity	0.6731	NPC289786
Remote Similarity	0.6729	NPC165349
Remote Similarity	0.6729	NPC47059
Remote Similarity	0.6729	NPC264166
Remote Similarity	0.6729	NPC274291
Remote Similarity	0.6729	NPC118832
Remote Similarity	0.6729	NPC329708
Remote Similarity	0.6728	NPC309845
Remote Similarity	0.6722	NPC256893
Remote Similarity	0.6718	NPC32028
Remote Similarity	0.6718	NPC159319
Remote Similarity	0.6717	NPC158129
Remote Similarity	0.6716	NPC232340
Remote Similarity	0.6715	NPC473763
Remote Similarity	0.6715	NPC117244
Remote Similarity	0.6714	NPC77555
Remote Similarity	0.6714	NPC272483
Remote Similarity	0.6714	NPC74153
Remote Similarity	0.67	NPC133306
Remote Similarity	0.6699	NPC146724
Remote Similarity	0.6698	NPC477113
Remote Similarity	0.6683	NPC477976
Remote Similarity	0.6682	NPC237740
Remote Similarity	0.6682	NPC174672
Remote Similarity	0.6681	NPC477516
Remote Similarity	0.6681	NPC319232
Remote Similarity	0.6681	NPC24370
Remote Similarity	0.6667	NPC63562
Remote Similarity	0.6667	NPC248454
Remote Similarity	0.6667	NPC91895
Remote Similarity	0.6667	NPC202605
Remote Similarity	0.6667	NPC316403
Remote Similarity	0.6667	NPC60553
Remote Similarity	0.6667	NPC112206
Remote Similarity	0.6667	NPC242209
Remote Similarity	0.6653	NPC153400
Remote Similarity	0.6652	NPC186351
Remote Similarity	0.6651	NPC473821
Remote Similarity	0.6651	NPC106937
Remote Similarity	0.6651	NPC472259
Remote Similarity	0.6651	NPC476167
Remote Similarity	0.665	NPC41717
Remote Similarity	0.6649	NPC280853
Remote Similarity	0.6637	NPC245348
Remote Similarity	0.6622	NPC122463
Remote Similarity	0.662	NPC315491
Remote Similarity	0.662	NPC45459
Remote Similarity	0.6618	NPC32771
Remote Similarity	0.6618	NPC255909
Remote Similarity	0.6618	NPC224327
Remote Similarity	0.6615	NPC63338
Remote Similarity	0.6615	NPC131718
Remote Similarity	0.6615	NPC322976
Remote Similarity	0.6615	NPC324203
Remote Similarity	0.6614	NPC161292
Remote Similarity	0.6613	NPC285016
Remote Similarity	0.6613	NPC245657
Remote Similarity	0.6604	NPC239954
Remote Similarity	0.6604	NPC192315
Remote Similarity	0.6603	NPC56170
Remote Similarity	0.6603	NPC133140
Remote Similarity	0.6603	NPC195268
Remote Similarity	0.6602	NPC94752
Remote Similarity	0.6598	NPC132680
Remote Similarity	0.6598	NPC269919
Remote Similarity	0.6596	NPC39092
Remote Similarity	0.6595	NPC477549
Remote Similarity	0.6595	NPC471596
Remote Similarity	0.6594	NPC326363
Remote Similarity	0.659	NPC193238
Remote Similarity	0.6585	NPC207851
Remote Similarity	0.6584	NPC184964
Remote Similarity	0.6583	NPC126481
Remote Similarity	0.6579	NPC257142
Remote Similarity	0.6576	NPC328029
Remote Similarity	0.6574	NPC470500
Remote Similarity	0.6571	NPC45850
Remote Similarity	0.6571	NPC198673
Remote Similarity	0.6567	NPC184225
Remote Similarity	0.6562	NPC269270
Remote Similarity	0.6561	NPC316181
Remote Similarity	0.6561	NPC74562
Remote Similarity	0.6561	NPC151781
Remote Similarity	0.656	NPC82548
Remote Similarity	0.656	NPC287208
Remote Similarity	0.6552	NPC164340
Remote Similarity	0.6552	NPC475635
Remote Similarity	0.6548	NPC311276
Remote Similarity	0.6547	NPC469727
Remote Similarity	0.6542	NPC213308
Remote Similarity	0.654	NPC294693
Remote Similarity	0.6538	NPC472289
Remote Similarity	0.6537	NPC163055
Remote Similarity	0.6535	NPC214980
Remote Similarity	0.6535	NPC134586
Remote Similarity	0.6533	NPC14686
Remote Similarity	0.653	NPC61038
Remote Similarity	0.653	NPC174758
Remote Similarity	0.6528	NPC469760
Remote Similarity	0.6528	NPC469786
Remote Similarity	0.6528	NPC469765
Remote Similarity	0.6528	NPC469763
Remote Similarity	0.6528	NPC25008
Remote Similarity	0.6528	NPC259644
Remote Similarity	0.6528	NPC475774
Remote Similarity	0.6528	NPC73952
Remote Similarity	0.6526	NPC220523
Remote Similarity	0.6526	NPC168911
Remote Similarity	0.6518	NPC314270
Remote Similarity	0.6516	NPC75726
Remote Similarity	0.6516	NPC31385
Remote Similarity	0.6516	NPC251160
Remote Similarity	0.6516	NPC110602
Remote Similarity	0.6515	NPC477975
Remote Similarity	0.6514	NPC53344
Remote Similarity	0.6509	NPC220852
Remote Similarity	0.6509	NPC323752
Remote Similarity	0.6508	NPC471323
Remote Similarity	0.6508	NPC471598
Remote Similarity	0.6507	NPC6215
Remote Similarity	0.6505	NPC190007
Remote Similarity	0.6505	NPC471594
Remote Similarity	0.6505	NPC320394
Remote Similarity	0.6505	NPC165495
Remote Similarity	0.6502	NPC96890
Remote Similarity	0.6502	NPC469928
Remote Similarity	0.6502	NPC330009
Remote Similarity	0.6502	NPC211997
Remote Similarity	0.6502	NPC283152
Remote Similarity	0.6502	NPC477110
Remote Similarity	0.65	NPC11464
Remote Similarity	0.65	NPC5145
Remote Similarity	0.65	NPC212125
Remote Similarity	0.6498	NPC16452

Drug Structure

NPD6389 OpenBabel08211709092D 31 32 0 0 0 0 0 0 0 0999 V2000 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 2.3660 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 -5.1962 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 -3.0000 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 -6.0622 -1.5000 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 -8.6603 -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 -3.4641 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 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 -1.7321 1.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 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 -0.0000 -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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 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 -4.3301 -1.5000 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 -2.5981 1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 25 1 0 0 0 0 6 25 1 0 0 0 0 7 27 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 13 1 0 0 0 0 10 18 2 0 0 0 0 11 14 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 22 1 0 0 0 0 13 26 2 0 0 0 0 14 27 1 0 0 0 0 15 30 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 21 2 0 0 0 0 18 26 1 0 0 0 0 19 30 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 23 1 0 0 0 0 21 25 1 0 0 0 0 22 27 1 0 0 0 0 22 28 2 0 0 0 0 23 29 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000590
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	188931
ChEBI
CAS Number

Drug Properties

Molecular Weight	428.25
ALogP	2.4802
MLogP	3.66
XLogP	6.819
HDA	3
HBD	1
Rotatable Bonds	18
TPSA	78.73
RO5 Violation	1