NPASS drugs

Drug Information

Drug ID:	NPD2959
Drug Name:	Prinomastat
Molecular Formula:	C18H21N3O5S2
Canonical SMILES:	ON=C([C@@H]1N(CCSC1(C)C)S(=O)(=O)c1ccc(cc1)Oc1ccncc1)O
Standard InCHI:	InChI=1S/C18H21N3O5S2/c1-18(2)16(17(22)20-23)21(11-12-27-18)28(24,25)15-5-3-13(4-6-15)26-14-7-9-19-10-8-14/h3-10,16,23H,11-12H2,1-2H3,(H,20,22)/t16-/m0/s1
Standard InCHIKey:	YKPYIPVDTNNYCN-INIZCTEOSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2959

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	368
0.1-0.2	5512
0.2-0.3	7642
0.3-0.4	10664
0.4-0.5	4727
0.5-0.6	1738
0.6-0.7	221
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	0.7617	NPC74382
Intermediate Similarity	0.7617	NPC206251
Intermediate Similarity	0.7396	NPC222592
Intermediate Similarity	0.7396	NPC168486
Intermediate Similarity	0.7358	NPC266551
Intermediate Similarity	0.7263	NPC121658
Intermediate Similarity	0.7263	NPC14651
Intermediate Similarity	0.7222	NPC224327
Intermediate Similarity	0.7211	NPC476518
Intermediate Similarity	0.7179	NPC219963
Intermediate Similarity	0.7179	NPC161887
Intermediate Similarity	0.7128	NPC471177
Intermediate Similarity	0.7128	NPC59779
Intermediate Similarity	0.7128	NPC124542
Intermediate Similarity	0.7071	NPC20249
Intermediate Similarity	0.7053	NPC471178
Intermediate Similarity	0.7037	NPC177404
Intermediate Similarity	0.7015	NPC134079
Remote Similarity	0.6995	NPC289786
Remote Similarity	0.6919	NPC470474
Remote Similarity	0.6905	NPC165349
Remote Similarity	0.6905	NPC329708
Remote Similarity	0.6905	NPC264166
Remote Similarity	0.6905	NPC274291
Remote Similarity	0.6905	NPC47059
Remote Similarity	0.6905	NPC118832
Remote Similarity	0.6872	NPC111624
Remote Similarity	0.6859	NPC48192
Remote Similarity	0.6829	NPC226202
Remote Similarity	0.6806	NPC25899
Remote Similarity	0.6763	NPC473053
Remote Similarity	0.6731	NPC267928
Remote Similarity	0.6649	NPC473057
Remote Similarity	0.6634	NPC110741
Remote Similarity	0.6618	NPC195268
Remote Similarity	0.6618	NPC133140
Remote Similarity	0.6606	NPC112206
Remote Similarity	0.6606	NPC202605
Remote Similarity	0.66	NPC283152
Remote Similarity	0.659	NPC290689
Remote Similarity	0.6589	NPC16452
Remote Similarity	0.6589	NPC36229
Remote Similarity	0.6589	NPC476581
Remote Similarity	0.6584	NPC118776
Remote Similarity	0.6564	NPC97367
Remote Similarity	0.655	NPC288943
Remote Similarity	0.6545	NPC26872
Remote Similarity	0.6528	NPC26850
Remote Similarity	0.6524	NPC471323
Remote Similarity	0.6509	NPC4071
Remote Similarity	0.6509	NPC476578
Remote Similarity	0.6509	NPC476582
Remote Similarity	0.6507	NPC201508
Remote Similarity	0.6468	NPC469589
Remote Similarity	0.6464	NPC174421
Remote Similarity	0.6457	NPC473822
Remote Similarity	0.6455	NPC220523
Remote Similarity	0.6449	NPC31930
Remote Similarity	0.6441	NPC288349
Remote Similarity	0.6422	NPC475024
Remote Similarity	0.6415	NPC224928
Remote Similarity	0.6414	NPC108469
Remote Similarity	0.6406	NPC470164
Remote Similarity	0.6406	NPC472111
Remote Similarity	0.6406	NPC323345
Remote Similarity	0.6404	NPC151489
Remote Similarity	0.6402	NPC315957
Remote Similarity	0.6402	NPC19872
Remote Similarity	0.6392	NPC315257
Remote Similarity	0.6389	NPC475774
Remote Similarity	0.6389	NPC143325
Remote Similarity	0.6384	NPC197141
Remote Similarity	0.638	NPC202768
Remote Similarity	0.638	NPC296482
Remote Similarity	0.638	NPC53069
Remote Similarity	0.6379	NPC96584
Remote Similarity	0.6379	NPC255800
Remote Similarity	0.6373	NPC249662
Remote Similarity	0.6364	NPC318935
Remote Similarity	0.6359	NPC469897
Remote Similarity	0.6359	NPC285558
Remote Similarity	0.6356	NPC193267
Remote Similarity	0.6356	NPC213530
Remote Similarity	0.6355	NPC287437
Remote Similarity	0.6351	NPC307963
Remote Similarity	0.635	NPC473764
Remote Similarity	0.635	NPC314940
Remote Similarity	0.6347	NPC287208
Remote Similarity	0.6346	NPC66083
Remote Similarity	0.6333	NPC212125
Remote Similarity	0.6324	NPC328029
Remote Similarity	0.6313	NPC263439
Remote Similarity	0.6311	NPC173080
Remote Similarity	0.6305	NPC150048
Remote Similarity	0.6305	NPC203754
Remote Similarity	0.6301	NPC313189
Remote Similarity	0.63	NPC1527
Remote Similarity	0.6294	NPC285635
Remote Similarity	0.629	NPC167860
Remote Similarity	0.629	NPC123976
Remote Similarity	0.6284	NPC214827
Remote Similarity	0.6284	NPC314930
Remote Similarity	0.628	NPC284559
Remote Similarity	0.6278	NPC469592
Remote Similarity	0.6278	NPC471080
Remote Similarity	0.6274	NPC84853
Remote Similarity	0.6273	NPC475910
Remote Similarity	0.6263	NPC71079
Remote Similarity	0.6261	NPC153467
Remote Similarity	0.625	NPC477019
Remote Similarity	0.625	NPC469792
Remote Similarity	0.625	NPC42591
Remote Similarity	0.6244	NPC42979
Remote Similarity	0.6244	NPC84508
Remote Similarity	0.6244	NPC472168
Remote Similarity	0.6239	NPC469440
Remote Similarity	0.6239	NPC469594
Remote Similarity	0.6239	NPC314270
Remote Similarity	0.6237	NPC29702
Remote Similarity	0.6234	NPC316756
Remote Similarity	0.6233	NPC171409
Remote Similarity	0.6233	NPC96405
Remote Similarity	0.6231	NPC118511
Remote Similarity	0.6231	NPC474217
Remote Similarity	0.6225	NPC224764
Remote Similarity	0.6221	NPC470586
Remote Similarity	0.6221	NPC232727
Remote Similarity	0.622	NPC61350
Remote Similarity	0.6215	NPC251090
Remote Similarity	0.6213	NPC24802
Remote Similarity	0.6209	NPC76748
Remote Similarity	0.6207	NPC314954
Remote Similarity	0.6205	NPC476287
Remote Similarity	0.6205	NPC162530
Remote Similarity	0.6202	NPC320394
Remote Similarity	0.6202	NPC62069
Remote Similarity	0.62	NPC85918
Remote Similarity	0.6199	NPC308392
Remote Similarity	0.6197	NPC79293
Remote Similarity	0.6197	NPC279401
Remote Similarity	0.6195	NPC473513
Remote Similarity	0.6193	NPC182507
Remote Similarity	0.6188	NPC135488
Remote Similarity	0.6179	NPC469390
Remote Similarity	0.6179	NPC92111
Remote Similarity	0.6176	NPC312872
Remote Similarity	0.6175	NPC121772
Remote Similarity	0.6173	NPC63562
Remote Similarity	0.6171	NPC174672
Remote Similarity	0.6171	NPC174758
Remote Similarity	0.6169	NPC127730
Remote Similarity	0.6169	NPC278366
Remote Similarity	0.6164	NPC245816
Remote Similarity	0.6164	NPC476138
Remote Similarity	0.6161	NPC26679
Remote Similarity	0.6161	NPC296527
Remote Similarity	0.6158	NPC258773
Remote Similarity	0.6158	NPC252590
Remote Similarity	0.6157	NPC310118
Remote Similarity	0.6154	NPC306397
Remote Similarity	0.6154	NPC193238
Remote Similarity	0.6154	NPC471313
Remote Similarity	0.6154	NPC471311
Remote Similarity	0.6154	NPC135549
Remote Similarity	0.615	NPC470799
Remote Similarity	0.615	NPC8022
Remote Similarity	0.615	NPC274982
Remote Similarity	0.6146	NPC473432
Remote Similarity	0.6141	NPC472434
Remote Similarity	0.614	NPC13880
Remote Similarity	0.6133	NPC266931
Remote Similarity	0.6131	NPC324203
Remote Similarity	0.6131	NPC322976
Remote Similarity	0.6131	NPC63338
Remote Similarity	0.6129	NPC313421
Remote Similarity	0.6129	NPC187558
Remote Similarity	0.6126	NPC470394
Remote Similarity	0.6126	NPC477111
Remote Similarity	0.6126	NPC470403
Remote Similarity	0.6126	NPC470404
Remote Similarity	0.6111	NPC132680
Remote Similarity	0.6111	NPC269919
Remote Similarity	0.6111	NPC138018
Remote Similarity	0.6109	NPC471736
Remote Similarity	0.6102	NPC141053
Remote Similarity	0.6101	NPC176538
Remote Similarity	0.6101	NPC234197
Remote Similarity	0.61	NPC75179
Remote Similarity	0.6099	NPC185782
Remote Similarity	0.6094	NPC110151
Remote Similarity	0.6089	NPC98187
Remote Similarity	0.6089	NPC264176
Remote Similarity	0.6085	NPC188104
Remote Similarity	0.6083	NPC99891
Remote Similarity	0.6083	NPC127085
Remote Similarity	0.6081	NPC316403
Remote Similarity	0.6075	NPC141915
Remote Similarity	0.6075	NPC114335
Remote Similarity	0.6075	NPC280964
Remote Similarity	0.6071	NPC11464

Drug Structure

NPD2959 OpenBabel08211702562D 30 32 0 0 1 0 0 0 0 0999 V2000 1.1248 3.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6594 1.8912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 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 1 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 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 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 5 1 0 0 0 0 3 13 2 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 9 1 0 0 0 0 7 14 2 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 27 1 0 0 0 0 13 26 1 0 0 0 0 14 26 1 0 0 0 0 15 28 1 0 0 0 0 16 17 1 6 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 20 2 3 0 0 0 17 22 1 0 0 0 0 18 27 1 0 0 0 0 20 23 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 28 2 0 0 0 0 25 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000004
DrugBank	DB05100
ChEMBL	CHEMBL75094
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	466151
ChEBI
CAS Number	192329-42-3

Drug Properties

Molecular Weight	423.09
ALogP	-0.2377
MLogP	2.34
XLogP	3.182
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	146
RO5 Violation	0