NPASS drugs

Drug Information

Drug ID:	NPD3587
Drug Name:
Molecular Formula:	C19H25N3O3S2
Canonical SMILES:	CSCC[C@@H](C(=O)O)N=C(c1cccc2c1ccc(c2)NC[C@H](CS)N)O
Standard InCHI:	InChI=1S/C19H25N3O3S2/c1-27-8-7-17(19(24)25)22-18(23)16-4-2-3-12-9-14(5-6-15(12)16)21-10-13(20)11-26/h2-6,9,13,17,21,26H,7-8,10-11,20H2,1H3,(H,22,23)(H,24,25)/t13-,17+/m1/s1
Standard InCHIKey:	YUXOGMIOPNYIQR-DYVFJYSZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3587

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	157
0.1-0.2	1100
0.2-0.3	7270
0.3-0.4	10966
0.4-0.5	7747
0.5-0.6	3288
0.6-0.7	357
0.7-0.8	5
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	0.7259	NPC471741
Intermediate Similarity	0.7019	NPC476685
Intermediate Similarity	0.7019	NPC476689
Intermediate Similarity	0.7019	NPC476687
Intermediate Similarity	0.7012	NPC287358
Remote Similarity	0.6973	NPC471742
Remote Similarity	0.6949	NPC189116
Remote Similarity	0.6941	NPC254798
Remote Similarity	0.6941	NPC13470
Remote Similarity	0.6845	NPC472241
Remote Similarity	0.6828	NPC470317
Remote Similarity	0.6727	NPC184437
Remote Similarity	0.6725	NPC472242
Remote Similarity	0.6704	NPC476231
Remote Similarity	0.6686	NPC43477
Remote Similarity	0.6686	NPC468984
Remote Similarity	0.6651	NPC478141
Remote Similarity	0.6649	NPC471743
Remote Similarity	0.6648	NPC27904
Remote Similarity	0.663	NPC34508
Remote Similarity	0.6628	NPC470824
Remote Similarity	0.6627	NPC253476
Remote Similarity	0.6627	NPC472243
Remote Similarity	0.6615	NPC313293
Remote Similarity	0.6612	NPC280548
Remote Similarity	0.659	NPC478039
Remote Similarity	0.6578	NPC219336
Remote Similarity	0.6557	NPC315388
Remote Similarity	0.6556	NPC68650
Remote Similarity	0.6524	NPC183662
Remote Similarity	0.6524	NPC248454
Remote Similarity	0.6524	NPC15573
Remote Similarity	0.6524	NPC217372
Remote Similarity	0.6519	NPC191863
Remote Similarity	0.6519	NPC289776
Remote Similarity	0.6519	NPC133470
Remote Similarity	0.6517	NPC38736
Remote Similarity	0.6514	NPC237649
Remote Similarity	0.6514	NPC300596
Remote Similarity	0.6513	NPC45850
Remote Similarity	0.6503	NPC472114
Remote Similarity	0.6503	NPC472115
Remote Similarity	0.65	NPC36495
Remote Similarity	0.6489	NPC270009
Remote Similarity	0.6489	NPC213468
Remote Similarity	0.6486	NPC6982
Remote Similarity	0.6484	NPC472587
Remote Similarity	0.648	NPC184476
Remote Similarity	0.6468	NPC476098
Remote Similarity	0.6446	NPC314098
Remote Similarity	0.6433	NPC242933
Remote Similarity	0.6432	NPC32200
Remote Similarity	0.6429	NPC16667
Remote Similarity	0.6421	NPC192270
Remote Similarity	0.6413	NPC278887
Remote Similarity	0.6396	NPC195314
Remote Similarity	0.6393	NPC476118
Remote Similarity	0.6393	NPC271734
Remote Similarity	0.6389	NPC141353
Remote Similarity	0.6387	NPC163055
Remote Similarity	0.6383	NPC288785
Remote Similarity	0.6383	NPC267885
Remote Similarity	0.6377	NPC75726
Remote Similarity	0.6377	NPC110602
Remote Similarity	0.6377	NPC31385
Remote Similarity	0.6373	NPC94752
Remote Similarity	0.6369	NPC471132
Remote Similarity	0.6368	NPC471944
Remote Similarity	0.6368	NPC469896
Remote Similarity	0.6364	NPC259545
Remote Similarity	0.6364	NPC476950
Remote Similarity	0.6359	NPC471130
Remote Similarity	0.6359	NPC83111
Remote Similarity	0.6349	NPC14849
Remote Similarity	0.6343	NPC83790
Remote Similarity	0.6343	NPC128237
Remote Similarity	0.6341	NPC4974
Remote Similarity	0.633	NPC469938
Remote Similarity	0.633	NPC203468
Remote Similarity	0.633	NPC328611
Remote Similarity	0.633	NPC110500
Remote Similarity	0.633	NPC149155
Remote Similarity	0.6327	NPC475411
Remote Similarity	0.6323	NPC319579
Remote Similarity	0.6322	NPC478040
Remote Similarity	0.6321	NPC476319
Remote Similarity	0.6316	NPC126709
Remote Similarity	0.6316	NPC248041
Remote Similarity	0.6316	NPC232340
Remote Similarity	0.6313	NPC294693
Remote Similarity	0.631	NPC326966
Remote Similarity	0.6308	NPC46413
Remote Similarity	0.6308	NPC321708
Remote Similarity	0.6308	NPC246700
Remote Similarity	0.6302	NPC243058
Remote Similarity	0.6302	NPC19679
Remote Similarity	0.63	NPC306376
Remote Similarity	0.6296	NPC273830
Remote Similarity	0.6296	NPC71684
Remote Similarity	0.6293	NPC323927
Remote Similarity	0.6292	NPC37548
Remote Similarity	0.6292	NPC187951
Remote Similarity	0.6292	NPC124005
Remote Similarity	0.6289	NPC235684
Remote Similarity	0.6287	NPC472245
Remote Similarity	0.6287	NPC472330
Remote Similarity	0.6287	NPC472329
Remote Similarity	0.6287	NPC325651
Remote Similarity	0.6287	NPC98864
Remote Similarity	0.6286	NPC314186
Remote Similarity	0.6284	NPC131718
Remote Similarity	0.6283	NPC153554
Remote Similarity	0.6277	NPC313791
Remote Similarity	0.6263	NPC68354
Remote Similarity	0.6257	NPC194411
Remote Similarity	0.6256	NPC477516
Remote Similarity	0.625	NPC88970
Remote Similarity	0.625	NPC141454
Remote Similarity	0.625	NPC311658
Remote Similarity	0.625	NPC272483
Remote Similarity	0.6242	NPC205946
Remote Similarity	0.6242	NPC474926
Remote Similarity	0.6238	NPC45459
Remote Similarity	0.6238	NPC315491
Remote Similarity	0.6237	NPC182131
Remote Similarity	0.6235	NPC474473
Remote Similarity	0.6234	NPC37584
Remote Similarity	0.6231	NPC181502
Remote Similarity	0.6231	NPC85066
Remote Similarity	0.623	NPC182057
Remote Similarity	0.623	NPC215795
Remote Similarity	0.623	NPC67056
Remote Similarity	0.623	NPC283219
Remote Similarity	0.623	NPC131450
Remote Similarity	0.623	NPC176199
Remote Similarity	0.623	NPC147298
Remote Similarity	0.6228	NPC150863
Remote Similarity	0.6225	NPC318154
Remote Similarity	0.6225	NPC143325
Remote Similarity	0.6224	NPC183805
Remote Similarity	0.6224	NPC175474
Remote Similarity	0.6223	NPC469671
Remote Similarity	0.6223	NPC126676
Remote Similarity	0.6219	NPC473747
Remote Similarity	0.6219	NPC248782
Remote Similarity	0.6216	NPC159319
Remote Similarity	0.6215	NPC259678
Remote Similarity	0.6215	NPC264589
Remote Similarity	0.6214	NPC471155
Remote Similarity	0.6209	NPC285469
Remote Similarity	0.6205	NPC90415
Remote Similarity	0.6205	NPC160381
Remote Similarity	0.6201	NPC288445
Remote Similarity	0.6199	NPC173295
Remote Similarity	0.6198	NPC91179
Remote Similarity	0.6196	NPC248117
Remote Similarity	0.6196	NPC322644
Remote Similarity	0.6193	NPC95783
Remote Similarity	0.6193	NPC329858
Remote Similarity	0.6193	NPC474059
Remote Similarity	0.6188	NPC147957
Remote Similarity	0.6186	NPC165495
Remote Similarity	0.6186	NPC228835
Remote Similarity	0.6186	NPC203635
Remote Similarity	0.6185	NPC153007
Remote Similarity	0.6184	NPC270241
Remote Similarity	0.618	NPC129042
Remote Similarity	0.6178	NPC84827
Remote Similarity	0.6178	NPC145885
Remote Similarity	0.6178	NPC293472
Remote Similarity	0.6178	NPC14113
Remote Similarity	0.6175	NPC299594
Remote Similarity	0.6175	NPC123241
Remote Similarity	0.6175	NPC61013
Remote Similarity	0.6175	NPC104345
Remote Similarity	0.6173	NPC278434
Remote Similarity	0.617	NPC471778
Remote Similarity	0.6169	NPC153042
Remote Similarity	0.6169	NPC327481
Remote Similarity	0.6169	NPC156704
Remote Similarity	0.6168	NPC199738
Remote Similarity	0.6168	NPC210950
Remote Similarity	0.6165	NPC225400
Remote Similarity	0.6162	NPC99632
Remote Similarity	0.6162	NPC85651
Remote Similarity	0.6162	NPC282339
Remote Similarity	0.6158	NPC248862
Remote Similarity	0.6158	NPC249150
Remote Similarity	0.6158	NPC37423
Remote Similarity	0.6158	NPC79129
Remote Similarity	0.6158	NPC49196
Remote Similarity	0.6158	NPC275305
Remote Similarity	0.6158	NPC195461
Remote Similarity	0.6158	NPC313985
Remote Similarity	0.6158	NPC81654
Remote Similarity	0.6154	NPC207726
Remote Similarity	0.6154	NPC307396
Remote Similarity	0.6154	NPC470507
Remote Similarity	0.6154	NPC284102
Remote Similarity	0.615	NPC49954

Drug Structure

NPD3587 OpenBabel08211703112D 33 34 0 0 1 0 0 0 0 0999 V2000 1.7321 -2.0000 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 0.0000 -2.0000 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 -2.5981 -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 1.7321 0.0000 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 -2.0000 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 -6.0622 -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 -5.1962 -2.0000 0.0000 C 0 0 2 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 -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 1.0000 0.0000 C 0 0 1 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 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 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 S 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 -6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 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 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 16 2 0 0 0 0 5 6 1 0 0 0 0 5 14 2 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 8 27 1 0 0 0 0 9 12 2 0 0 0 0 9 14 1 0 0 0 0 10 21 1 0 0 0 0 11 13 1 0 0 0 0 11 26 1 0 0 0 0 12 15 1 0 0 0 0 13 10 1 1 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 16 18 1 0 0 0 0 17 7 1 6 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 22 2 3 0 0 0 18 23 1 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 28 1 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 23 31 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004228
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9953221
ChEBI
CAS Number

Drug Properties

Molecular Weight	407.13
ALogP	-0.7485
MLogP	2.67
XLogP	1.463
HDA	6
HBD	4
Rotatable Bonds	15
TPSA	172.04
RO5 Violation	0