NPASS drugs

Drug Information

Drug ID:	NPD3386
Drug Name:	GTS-21
Molecular Formula:	C19H20N2O2
Canonical SMILES:	COc1cc(OC)ccc1/C=C/1CCCN=C1c1cccnc1
Standard InCHI:	InChI=1S/C19H20N2O2/c1-22-17-8-7-14(18(12-17)23-2)11-15-5-4-10-21-19(15)16-6-3-9-20-13-16/h3,6-9,11-13H,4-5,10H2,1-2H3/b15-11+
Standard InCHIKey:	RPYWXZCFYPVCNQ-RVDMUPIBSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3386

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	376
0.1-0.2	1983
0.2-0.3	10046
0.3-0.4	2329
0.4-0.5	8579
0.5-0.6	6142
0.6-0.7	1257
0.7-0.8	173
0.8-0.85	5
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	0.8407	NPC224928
Intermediate Similarity	0.8087	NPC195268
Intermediate Similarity	0.8087	NPC133140
Intermediate Similarity	0.807	NPC177404
Intermediate Similarity	0.8043	NPC289786
Intermediate Similarity	0.7977	NPC471178
Intermediate Similarity	0.797	NPC473822
Intermediate Similarity	0.7968	NPC127085
Intermediate Similarity	0.7965	NPC124542
Intermediate Similarity	0.7965	NPC59779
Intermediate Similarity	0.7965	NPC471177
Intermediate Similarity	0.7957	NPC473053
Intermediate Similarity	0.79	NPC122463
Intermediate Similarity	0.7889	NPC174049
Intermediate Similarity	0.7889	NPC470474
Intermediate Similarity	0.7824	NPC26872
Intermediate Similarity	0.7814	NPC61350
Intermediate Similarity	0.7812	NPC36229
Intermediate Similarity	0.7812	NPC274291
Intermediate Similarity	0.7812	NPC329708
Intermediate Similarity	0.7812	NPC16452
Intermediate Similarity	0.7812	NPC118832
Intermediate Similarity	0.7812	NPC47059
Intermediate Similarity	0.7812	NPC264166
Intermediate Similarity	0.7812	NPC285558
Intermediate Similarity	0.7812	NPC165349
Intermediate Similarity	0.7812	NPC476581
Intermediate Similarity	0.7791	NPC26850
Intermediate Similarity	0.7742	NPC469390
Intermediate Similarity	0.7737	NPC4071
Intermediate Similarity	0.7737	NPC476582
Intermediate Similarity	0.7737	NPC476578
Intermediate Similarity	0.7718	NPC201508
Intermediate Similarity	0.7714	NPC473057
Intermediate Similarity	0.7709	NPC312872
Intermediate Similarity	0.7705	NPC62069
Intermediate Similarity	0.7696	NPC477019
Intermediate Similarity	0.7656	NPC31930
Intermediate Similarity	0.7644	NPC287437
Intermediate Similarity	0.7644	NPC255800
Intermediate Similarity	0.7644	NPC96584
Intermediate Similarity	0.764	NPC476518
Intermediate Similarity	0.7629	NPC210256
Intermediate Similarity	0.7627	NPC108469
Intermediate Similarity	0.7598	NPC121658
Intermediate Similarity	0.7598	NPC14651
Intermediate Similarity	0.7585	NPC469792
Intermediate Similarity	0.7577	NPC469440
Intermediate Similarity	0.7563	NPC174758
Intermediate Similarity	0.7563	NPC174672
Intermediate Similarity	0.7541	NPC222592
Intermediate Similarity	0.7541	NPC168486
Intermediate Similarity	0.7539	NPC267928
Intermediate Similarity	0.7538	NPC164374
Intermediate Similarity	0.7538	NPC202768
Intermediate Similarity	0.7538	NPC296482
Intermediate Similarity	0.7538	NPC137929
Intermediate Similarity	0.7538	NPC251160
Intermediate Similarity	0.7538	NPC202605
Intermediate Similarity	0.7538	NPC112206
Intermediate Similarity	0.7538	NPC53069
Intermediate Similarity	0.7527	NPC283152
Intermediate Similarity	0.7525	NPC290689
Intermediate Similarity	0.7513	NPC234197
Intermediate Similarity	0.7513	NPC280964
Intermediate Similarity	0.7513	NPC141915
Intermediate Similarity	0.7513	NPC114335
Intermediate Similarity	0.75	NPC470164
Intermediate Similarity	0.75	NPC76748
Intermediate Similarity	0.75	NPC323345
Intermediate Similarity	0.7474	NPC232727
Intermediate Similarity	0.7474	NPC307963
Intermediate Similarity	0.7473	NPC288943
Intermediate Similarity	0.7462	NPC313189
Intermediate Similarity	0.746	NPC92111
Intermediate Similarity	0.7459	NPC111624
Intermediate Similarity	0.7447	NPC296527
Intermediate Similarity	0.7441	NPC90875
Intermediate Similarity	0.7429	NPC233334
Intermediate Similarity	0.7424	NPC287208
Intermediate Similarity	0.7424	NPC82548
Intermediate Similarity	0.7396	NPC13880
Intermediate Similarity	0.7374	NPC193238
Intermediate Similarity	0.7366	NPC54066
Intermediate Similarity	0.7363	NPC171409
Intermediate Similarity	0.7363	NPC96405
Intermediate Similarity	0.735	NPC470020
Intermediate Similarity	0.735	NPC167860
Intermediate Similarity	0.735	NPC123976
Intermediate Similarity	0.734	NPC274982
Intermediate Similarity	0.734	NPC204385
Intermediate Similarity	0.7333	NPC19872
Intermediate Similarity	0.7333	NPC315957
Intermediate Similarity	0.7333	NPC176538
Intermediate Similarity	0.7327	NPC236668
Intermediate Similarity	0.7327	NPC162530
Intermediate Similarity	0.7326	NPC84478
Intermediate Similarity	0.7318	NPC118511
Intermediate Similarity	0.7312	NPC266551
Intermediate Similarity	0.7312	NPC206201
Intermediate Similarity	0.7312	NPC161887
Intermediate Similarity	0.7312	NPC219963
Intermediate Similarity	0.731	NPC471323
Intermediate Similarity	0.731	NPC475774
Intermediate Similarity	0.7302	NPC66083
Intermediate Similarity	0.7291	NPC146976
Intermediate Similarity	0.7286	NPC135549
Intermediate Similarity	0.7277	NPC26679
Intermediate Similarity	0.7269	NPC119134
Intermediate Similarity	0.7256	NPC11408
Intermediate Similarity	0.7255	NPC170114
Intermediate Similarity	0.7251	NPC24019
Intermediate Similarity	0.7246	NPC310118
Intermediate Similarity	0.7236	NPC472111
Intermediate Similarity	0.7228	NPC208284
Intermediate Similarity	0.7222	NPC245816
Intermediate Similarity	0.7222	NPC476138
Intermediate Similarity	0.722	NPC473513
Intermediate Similarity	0.7216	NPC251090
Intermediate Similarity	0.7214	NPC185782
Intermediate Similarity	0.7206	NPC470549
Intermediate Similarity	0.7202	NPC226202
Intermediate Similarity	0.7202	NPC279401
Intermediate Similarity	0.7202	NPC15406
Intermediate Similarity	0.7202	NPC79293
Intermediate Similarity	0.7196	NPC20249
Intermediate Similarity	0.7189	NPC217554
Intermediate Similarity	0.7184	NPC173080
Intermediate Similarity	0.7181	NPC176127
Intermediate Similarity	0.7178	NPC11464
Intermediate Similarity	0.7172	NPC295898
Intermediate Similarity	0.7169	NPC124313
Intermediate Similarity	0.7157	NPC121772
Intermediate Similarity	0.7157	NPC329747
Intermediate Similarity	0.7157	NPC266931
Intermediate Similarity	0.7156	NPC84164
Intermediate Similarity	0.7156	NPC207283
Intermediate Similarity	0.715	NPC193267
Intermediate Similarity	0.715	NPC17565
Intermediate Similarity	0.715	NPC213530
Intermediate Similarity	0.7129	NPC210434
Intermediate Similarity	0.7127	NPC97367
Intermediate Similarity	0.7122	NPC235076
Intermediate Similarity	0.712	NPC74382
Intermediate Similarity	0.712	NPC206251
Intermediate Similarity	0.7113	NPC198673
Intermediate Similarity	0.7105	NPC42591
Intermediate Similarity	0.7101	NPC100079
Intermediate Similarity	0.7101	NPC23614
Intermediate Similarity	0.7094	NPC188420
Intermediate Similarity	0.7091	NPC284141
Intermediate Similarity	0.7075	NPC110151
Intermediate Similarity	0.7073	NPC149471
Intermediate Similarity	0.7073	NPC271215
Intermediate Similarity	0.7065	NPC314940
Intermediate Similarity	0.7065	NPC473764
Intermediate Similarity	0.7062	NPC324149
Intermediate Similarity	0.7056	NPC168911
Intermediate Similarity	0.7056	NPC72211
Intermediate Similarity	0.7044	NPC469589
Intermediate Similarity	0.7042	NPC476997
Intermediate Similarity	0.7041	NPC194967
Intermediate Similarity	0.7032	NPC99891
Intermediate Similarity	0.7027	NPC252590
Intermediate Similarity	0.7024	NPC264176
Intermediate Similarity	0.7021	NPC472168
Intermediate Similarity	0.7017	NPC25899
Intermediate Similarity	0.7015	NPC470500
Intermediate Similarity	0.7014	NPC65277
Intermediate Similarity	0.7014	NPC322482
Intermediate Similarity	0.7009	NPC183537
Intermediate Similarity	0.7009	NPC476998
Intermediate Similarity	0.7009	NPC476996
Intermediate Similarity	0.7005	NPC288349
Intermediate Similarity	0.7005	NPC108342
Intermediate Similarity	0.7005	NPC8022
Intermediate Similarity	0.7005	NPC470799
Intermediate Similarity	0.7	NPC66815
Remote Similarity	0.6995	NPC475910
Remote Similarity	0.6995	NPC224327
Remote Similarity	0.6995	NPC476465
Remote Similarity	0.6986	NPC46451
Remote Similarity	0.6985	NPC329793
Remote Similarity	0.6977	NPC476999
Remote Similarity	0.6974	NPC99666
Remote Similarity	0.6972	NPC189903
Remote Similarity	0.6972	NPC182907
Remote Similarity	0.697	NPC239954
Remote Similarity	0.6964	NPC256893
Remote Similarity	0.6963	NPC284559
Remote Similarity	0.6963	NPC320394
Remote Similarity	0.6963	NPC476994
Remote Similarity	0.6959	NPC134079
Remote Similarity	0.6959	NPC3715
Remote Similarity	0.6954	NPC70259
Remote Similarity	0.6952	NPC469439
Remote Similarity	0.6948	NPC470018
Remote Similarity	0.6944	NPC469554
Remote Similarity	0.6944	NPC101543
Remote Similarity	0.6942	NPC316981

Drug Structure

NPD3386 OpenBabel08211703112D 23 25 0 0 0 0 0 0 0 0999 V2000 -4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 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 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 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 -0.8660 -2.5000 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 -2.5000 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 -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 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 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 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 6 2 0 0 0 0 3 9 1 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 20 2 0 0 0 0 10 21 1 0 0 0 0 11 14 1 0 0 0 0 11 15 2 0 0 0 0 12 17 2 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 18 2 0 0 0 0 15 19 1 0 0 0 0 16 19 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000707
DrugBank	DB05708
ChEMBL	CHEMBL134713
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6438361
ChEBI
CAS Number	148372-04-7

Drug Properties

Molecular Weight	308.15
ALogP	-0.3752
MLogP	3.11
XLogP	3.096
HDA	2
HBD	0
Rotatable Bonds	6
TPSA	43.71
RO5 Violation	0