NPASS drugs

Drug Information

Drug ID:	NPD3518
Drug Name:
Molecular Formula:	C19H23N5O6S
Canonical SMILES:	OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(s1)CC[C@H]1CNc2c(C1)c(O)nc(=N)[nH]2
Standard InCHI:	InChI=1S/C19H23N5O6S/c20-19-23-15-11(16(27)24-19)7-9(8-21-15)1-2-10-3-5-13(31-10)17(28)22-12(18(29)30)4-6-14(25)26/h3,5,9,12H,1-2,4,6-8H2,(H,22,28)(H,25,26)(H,29,30)(H4,20,21,23,24,27)/t9-,12+/m1/s1
Standard InCHIKey:	GQCXGHHHNACOGE-SKDRFNHKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3518

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	204
0.1-0.2	1380
0.2-0.3	6897
0.3-0.4	15963
0.4-0.5	5365
0.5-0.6	1003
0.6-0.7	72
0.7-0.8	6
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	0.7363	NPC328611
Intermediate Similarity	0.7363	NPC248862
Intermediate Similarity	0.7283	NPC14849
Intermediate Similarity	0.7243	NPC147298
Intermediate Similarity	0.7243	NPC131450
Intermediate Similarity	0.7243	NPC182057
Remote Similarity	0.6667	NPC311658
Remote Similarity	0.6592	NPC13470
Remote Similarity	0.6576	NPC24617
Remote Similarity	0.6541	NPC114806
Remote Similarity	0.6519	NPC300443
Remote Similarity	0.6508	NPC66490
Remote Similarity	0.6411	NPC472538
Remote Similarity	0.6411	NPC471155
Remote Similarity	0.6381	NPC270241
Remote Similarity	0.6364	NPC225400
Remote Similarity	0.6364	NPC235194
Remote Similarity	0.6364	NPC132636
Remote Similarity	0.6348	NPC468984
Remote Similarity	0.6344	NPC84317
Remote Similarity	0.6343	NPC314835
Remote Similarity	0.6333	NPC470786
Remote Similarity	0.6327	NPC153554
Remote Similarity	0.6324	NPC469903
Remote Similarity	0.6277	NPC154478
Remote Similarity	0.6263	NPC189116
Remote Similarity	0.6257	NPC477937
Remote Similarity	0.6232	NPC106118
Remote Similarity	0.6223	NPC1390
Remote Similarity	0.6223	NPC62104
Remote Similarity	0.619	NPC469902
Remote Similarity	0.6188	NPC471680
Remote Similarity	0.6178	NPC22883
Remote Similarity	0.6178	NPC113056
Remote Similarity	0.6178	NPC138293
Remote Similarity	0.6178	NPC5719
Remote Similarity	0.6178	NPC217804
Remote Similarity	0.6178	NPC210377
Remote Similarity	0.6175	NPC147983
Remote Similarity	0.6175	NPC177996
Remote Similarity	0.617	NPC324850
Remote Similarity	0.6166	NPC315388
Remote Similarity	0.6154	NPC314114
Remote Similarity	0.6146	NPC15068
Remote Similarity	0.6134	NPC198254
Remote Similarity	0.6134	NPC274198
Remote Similarity	0.6129	NPC473341
Remote Similarity	0.6114	NPC63040
Remote Similarity	0.6087	NPC478039
Remote Similarity	0.6087	NPC477639
Remote Similarity	0.6082	NPC129486
Remote Similarity	0.6082	NPC473000
Remote Similarity	0.6077	NPC77905
Remote Similarity	0.6073	NPC68650
Remote Similarity	0.6071	NPC475532
Remote Similarity	0.6063	NPC478007
Remote Similarity	0.6057	NPC300315
Remote Similarity	0.6056	NPC238412
Remote Similarity	0.6054	NPC2501
Remote Similarity	0.6051	NPC276506
Remote Similarity	0.605	NPC473404
Remote Similarity	0.6045	NPC248601
Remote Similarity	0.6043	NPC122590
Remote Similarity	0.6041	NPC165285
Remote Similarity	0.6039	NPC477632
Remote Similarity	0.6039	NPC477638
Remote Similarity	0.6038	NPC295548
Remote Similarity	0.6038	NPC143325
Remote Similarity	0.6019	NPC477631
Remote Similarity	0.6011	NPC322878
Remote Similarity	0.601	NPC196243
Remote Similarity	0.6009	NPC478008
Remote Similarity	0.6	NPC471195
Remote Similarity	0.6	NPC471196
Remote Similarity	0.6	NPC111428
Remote Similarity	0.6	NPC477636
Remote Similarity	0.6	NPC469904
Remote Similarity	0.6	NPC478005
Remote Similarity	0.5981	NPC471199
Remote Similarity	0.5965	NPC71684
Remote Similarity	0.5961	NPC307396
Remote Similarity	0.596	NPC17698
Remote Similarity	0.5956	NPC52748
Remote Similarity	0.5952	NPC14672
Remote Similarity	0.5952	NPC285926
Remote Similarity	0.5952	NPC315276
Remote Similarity	0.5938	NPC469243
Remote Similarity	0.5938	NPC469901
Remote Similarity	0.5938	NPC473003
Remote Similarity	0.5936	NPC7817
Remote Similarity	0.5936	NPC475168
Remote Similarity	0.5928	NPC33742
Remote Similarity	0.5928	NPC471197
Remote Similarity	0.5926	NPC285192
Remote Similarity	0.5926	NPC470902
Remote Similarity	0.5926	NPC473002
Remote Similarity	0.5924	NPC315266
Remote Similarity	0.592	NPC101719
Remote Similarity	0.5918	NPC280022
Remote Similarity	0.5912	NPC89489
Remote Similarity	0.5906	NPC200964
Remote Similarity	0.5905	NPC472541
Remote Similarity	0.5905	NPC472542
Remote Similarity	0.5904	NPC474584
Remote Similarity	0.5901	NPC471198
Remote Similarity	0.5895	NPC473580
Remote Similarity	0.5894	NPC276430
Remote Similarity	0.5886	NPC322433
Remote Similarity	0.5879	NPC48202
Remote Similarity	0.5879	NPC477462
Remote Similarity	0.5864	NPC471741
Remote Similarity	0.5862	NPC22746
Remote Similarity	0.5862	NPC222466
Remote Similarity	0.5859	NPC355
Remote Similarity	0.5857	NPC472539
Remote Similarity	0.5857	NPC472540
Remote Similarity	0.5857	NPC470787
Remote Similarity	0.5855	NPC475544
Remote Similarity	0.585	NPC469900
Remote Similarity	0.5846	NPC223207
Remote Similarity	0.5845	NPC61332
Remote Similarity	0.5845	NPC240130
Remote Similarity	0.5843	NPC255447
Remote Similarity	0.5838	NPC313867
Remote Similarity	0.5838	NPC316008
Remote Similarity	0.5838	NPC5620
Remote Similarity	0.5838	NPC209509
Remote Similarity	0.5837	NPC302715
Remote Similarity	0.5829	NPC471821
Remote Similarity	0.5829	NPC471820
Remote Similarity	0.5829	NPC105717
Remote Similarity	0.5825	NPC94862
Remote Similarity	0.5824	NPC77992
Remote Similarity	0.5822	NPC477551
Remote Similarity	0.5821	NPC473001
Remote Similarity	0.5819	NPC473322
Remote Similarity	0.5818	NPC471193
Remote Similarity	0.5818	NPC471194
Remote Similarity	0.5816	NPC304074
Remote Similarity	0.5816	NPC61004
Remote Similarity	0.5816	NPC471771
Remote Similarity	0.5816	NPC290755
Remote Similarity	0.5815	NPC161069
Remote Similarity	0.5806	NPC314358
Remote Similarity	0.5805	NPC6975
Remote Similarity	0.5798	NPC283783
Remote Similarity	0.5798	NPC477420
Remote Similarity	0.5798	NPC477418
Remote Similarity	0.5797	NPC102959
Remote Similarity	0.5792	NPC119652
Remote Similarity	0.5792	NPC163392
Remote Similarity	0.5792	NPC97526
Remote Similarity	0.5792	NPC239762
Remote Similarity	0.5789	NPC165538
Remote Similarity	0.5787	NPC473376
Remote Similarity	0.5784	NPC315283
Remote Similarity	0.5784	NPC476978
Remote Similarity	0.5784	NPC314388
Remote Similarity	0.5783	NPC319579
Remote Similarity	0.5775	NPC313850
Remote Similarity	0.5773	NPC72956
Remote Similarity	0.5769	NPC60516
Remote Similarity	0.5769	NPC122427
Remote Similarity	0.5765	NPC239357
Remote Similarity	0.5761	NPC263493
Remote Similarity	0.5761	NPC269398
Remote Similarity	0.576	NPC471191
Remote Similarity	0.5751	NPC297145
Remote Similarity	0.5751	NPC197743
Remote Similarity	0.5749	NPC329731
Remote Similarity	0.5749	NPC473815
Remote Similarity	0.5747	NPC153980
Remote Similarity	0.5747	NPC6865
Remote Similarity	0.5746	NPC141050
Remote Similarity	0.5744	NPC73655
Remote Similarity	0.5738	NPC122553
Remote Similarity	0.5738	NPC98424
Remote Similarity	0.5738	NPC92784
Remote Similarity	0.5738	NPC178662
Remote Similarity	0.5738	NPC476133
Remote Similarity	0.5738	NPC470884
Remote Similarity	0.5735	NPC106235
Remote Similarity	0.5735	NPC477637
Remote Similarity	0.5735	NPC239660
Remote Similarity	0.5731	NPC470545
Remote Similarity	0.573	NPC311753
Remote Similarity	0.573	NPC43477
Remote Similarity	0.5729	NPC46009
Remote Similarity	0.5728	NPC477550
Remote Similarity	0.5728	NPC477552
Remote Similarity	0.5722	NPC325479
Remote Similarity	0.5722	NPC469898
Remote Similarity	0.5721	NPC98864
Remote Similarity	0.5714	NPC175726
Remote Similarity	0.5714	NPC471053
Remote Similarity	0.5714	NPC129666
Remote Similarity	0.5714	NPC474082
Remote Similarity	0.5714	NPC471051
Remote Similarity	0.5714	NPC471052
Remote Similarity	0.5707	NPC286551

Drug Structure

NPD3518 OpenBabel08211703112D 38 40 0 0 1 0 0 0 0 0999 V2000 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7272 -0.9979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3149 -0.1889 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 2 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1339 -1.9115 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1449 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9082 0.7246 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 7.5516 -2.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1284 -2.0160 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 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5461 -2.7205 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.4960 1.5336 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9137 0.8291 0.0000 O 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 6.9638 -3.4250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.7162 -1.2070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.5352 -2.9296 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -1.4945 0.0000 S 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 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9528 -3.6341 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5070 1.7427 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5297 -3.0341 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 10 2 0 0 0 0 4 6 1 0 0 0 0 5 13 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 1 1 6 0 0 0 10 31 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 4 1 1 0 0 0 12 18 1 0 0 0 0 12 22 1 0 0 0 0 13 17 1 0 0 0 0 13 31 1 0 0 0 0 14 25 2 0 0 0 0 14 26 1 0 0 0 0 15 21 1 0 0 0 0 15 23 1 0 0 0 0 16 24 2 0 0 0 0 16 27 1 0 0 0 0 17 22 1 0 0 0 0 17 28 2 0 0 0 0 18 29 2 0 0 0 0 18 30 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 20 32 1 0 0 0 0 21 33 1 0 0 0 0 22 34 1 0 0 0 0 23 35 1 0 0 0 0 26 36 1 0 0 0 0 27 37 1 0 0 0 0 30 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000905
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9868332
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.14
ALogP	-1.2211
MLogP	2.23
XLogP	1.049
HDA	11
HBD	7
Rotatable Bonds	13
TPSA	212.44
RO5 Violation	2