NPASS drugs

Drug Information

Drug ID:	NPD8362
Drug Name:
Molecular Formula:	C43H54N6O4S
Canonical SMILES:	CN(CC1CCC(CC1)CN=C(c1ccc(cc1)C[C@H](C(=O)N1CCCC1)N=C([C@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1ccccc1)O)N)C
Standard InCHI:	InChI=1S/C43H54N6O4S/c1-48(2)30-34-16-14-33(15-17-34)29-45-41(44)36-20-18-32(19-21-36)27-40(43(51)49-24-8-9-25-49)46-42(50)39(26-31-10-4-3-5-11-31)47-54(52,53)38-23-22-35-12-6-7-13-37(35)28-38/h3-7,10-13,18-23,28,33-34,39-40,47H,8-9,14-17,24-27,29-30H2,1-2H3,(H2,44,45)(H,46,50)/t33?,34?,39-,40-/m1/s1
Standard InCHIKey:	GKKPXBHNFVDHAQ-USNYZCROSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8362

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	197
0.1-0.2	1085
0.2-0.3	6127
0.3-0.4	16242
0.4-0.5	5920
0.5-0.6	1164
0.6-0.7	151
0.7-0.8	4
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	0.7267	NPC473322
Intermediate Similarity	0.7178	NPC255447
Intermediate Similarity	0.7055	NPC111428
Intermediate Similarity	0.7024	NPC132636
Remote Similarity	0.6928	NPC194857
Remote Similarity	0.6928	NPC32858
Remote Similarity	0.6855	NPC470546
Remote Similarity	0.6832	NPC71684
Remote Similarity	0.6792	NPC470545
Remote Similarity	0.677	NPC200964
Remote Similarity	0.6768	NPC101719
Remote Similarity	0.673	NPC470544
Remote Similarity	0.6707	NPC222466
Remote Similarity	0.6707	NPC200589
Remote Similarity	0.6703	NPC328649
Remote Similarity	0.6703	NPC473003
Remote Similarity	0.6609	NPC161069
Remote Similarity	0.6607	NPC300315
Remote Similarity	0.6575	NPC469903
Remote Similarity	0.6573	NPC254798
Remote Similarity	0.6556	NPC286551
Remote Similarity	0.6554	NPC311658
Remote Similarity	0.6545	NPC6975
Remote Similarity	0.6545	NPC473001
Remote Similarity	0.6534	NPC322878
Remote Similarity	0.6527	NPC477937
Remote Similarity	0.6515	NPC276430
Remote Similarity	0.6505	NPC223207
Remote Similarity	0.65	NPC233702
Remote Similarity	0.6489	NPC469904
Remote Similarity	0.6471	NPC290755
Remote Similarity	0.6471	NPC304074
Remote Similarity	0.6471	NPC471771
Remote Similarity	0.6467	NPC104345
Remote Similarity	0.6464	NPC122590
Remote Similarity	0.6461	NPC138775
Remote Similarity	0.6441	NPC209509
Remote Similarity	0.6432	NPC469902
Remote Similarity	0.6429	NPC473002
Remote Similarity	0.6424	NPC202521
Remote Similarity	0.642	NPC468984
Remote Similarity	0.6407	NPC22746
Remote Similarity	0.6374	NPC130309
Remote Similarity	0.6369	NPC16188
Remote Similarity	0.6369	NPC313850
Remote Similarity	0.6364	NPC263493
Remote Similarity	0.6364	NPC476990
Remote Similarity	0.6364	NPC269398
Remote Similarity	0.6354	NPC165285
Remote Similarity	0.6347	NPC46427
Remote Similarity	0.6344	NPC469243
Remote Similarity	0.6333	NPC105717
Remote Similarity	0.6319	NPC239357
Remote Similarity	0.6319	NPC285926
Remote Similarity	0.6319	NPC315276
Remote Similarity	0.6319	NPC14672
Remote Similarity	0.6302	NPC475532
Remote Similarity	0.6298	NPC2501
Remote Similarity	0.6296	NPC33742
Remote Similarity	0.6292	NPC476978
Remote Similarity	0.6287	NPC252878
Remote Similarity	0.6273	NPC474584
Remote Similarity	0.6264	NPC248283
Remote Similarity	0.6264	NPC141050
Remote Similarity	0.6263	NPC307396
Remote Similarity	0.6257	NPC475544
Remote Similarity	0.6257	NPC5620
Remote Similarity	0.6257	NPC315266
Remote Similarity	0.625	NPC89489
Remote Similarity	0.6244	NPC110602
Remote Similarity	0.6244	NPC31385
Remote Similarity	0.6244	NPC75726
Remote Similarity	0.6243	NPC246913
Remote Similarity	0.6237	NPC196243
Remote Similarity	0.6237	NPC324850
Remote Similarity	0.6235	NPC35850
Remote Similarity	0.6235	NPC276949
Remote Similarity	0.6222	NPC314114
Remote Similarity	0.6222	NPC262077
Remote Similarity	0.6207	NPC287401
Remote Similarity	0.6201	NPC52748
Remote Similarity	0.6196	NPC202198
Remote Similarity	0.6193	NPC471264
Remote Similarity	0.6193	NPC471265
Remote Similarity	0.619	NPC191863
Remote Similarity	0.619	NPC289776
Remote Similarity	0.619	NPC133470
Remote Similarity	0.6186	NPC317725
Remote Similarity	0.6186	NPC326407
Remote Similarity	0.6175	NPC475168
Remote Similarity	0.6175	NPC7817
Remote Similarity	0.6173	NPC97526
Remote Similarity	0.6173	NPC119652
Remote Similarity	0.617	NPC471527
Remote Similarity	0.6167	NPC471680
Remote Similarity	0.6158	NPC98424
Remote Similarity	0.6158	NPC476133
Remote Similarity	0.6158	NPC189116
Remote Similarity	0.6158	NPC92784
Remote Similarity	0.6158	NPC63931
Remote Similarity	0.6158	NPC470884
Remote Similarity	0.6158	NPC178662
Remote Similarity	0.615	NPC94752
Remote Similarity	0.6149	NPC319579
Remote Similarity	0.6146	NPC280022
Remote Similarity	0.6146	NPC129486
Remote Similarity	0.6138	NPC73655
Remote Similarity	0.6138	NPC241794
Remote Similarity	0.6129	NPC473580
Remote Similarity	0.612	NPC129666
Remote Similarity	0.612	NPC283783
Remote Similarity	0.6114	NPC198254
Remote Similarity	0.6114	NPC274198
Remote Similarity	0.6105	NPC319766
Remote Similarity	0.6103	NPC17698
Remote Similarity	0.6102	NPC127741
Remote Similarity	0.6099	NPC329761
Remote Similarity	0.6099	NPC225648
Remote Similarity	0.6094	NPC141957
Remote Similarity	0.6092	NPC126458
Remote Similarity	0.6089	NPC476989
Remote Similarity	0.6077	NPC316008
Remote Similarity	0.6077	NPC313867
Remote Similarity	0.6075	NPC470902
Remote Similarity	0.6066	NPC471821
Remote Similarity	0.6066	NPC471820
Remote Similarity	0.6064	NPC197743
Remote Similarity	0.6064	NPC323336
Remote Similarity	0.6064	NPC297145
Remote Similarity	0.6064	NPC326349
Remote Similarity	0.6061	NPC153554
Remote Similarity	0.6059	NPC474082
Remote Similarity	0.6059	NPC175726
Remote Similarity	0.6057	NPC325479
Remote Similarity	0.6056	NPC77905
Remote Similarity	0.6056	NPC139326
Remote Similarity	0.6053	NPC68650
Remote Similarity	0.6048	NPC220698
Remote Similarity	0.6044	NPC314358
Remote Similarity	0.604	NPC94862
Remote Similarity	0.6032	NPC319320
Remote Similarity	0.6032	NPC469898
Remote Similarity	0.6032	NPC287757
Remote Similarity	0.6031	NPC276506
Remote Similarity	0.6027	NPC477714
Remote Similarity	0.6022	NPC315283
Remote Similarity	0.6022	NPC473341
Remote Similarity	0.6022	NPC314388
Remote Similarity	0.6021	NPC471052
Remote Similarity	0.6021	NPC471053
Remote Similarity	0.6021	NPC471051
Remote Similarity	0.602	NPC477462
Remote Similarity	0.6012	NPC199738
Remote Similarity	0.6012	NPC210950
Remote Similarity	0.6	NPC469901
Remote Similarity	0.599	NPC210377
Remote Similarity	0.599	NPC217804
Remote Similarity	0.599	NPC5719
Remote Similarity	0.599	NPC22883
Remote Similarity	0.5988	NPC254088
Remote Similarity	0.5982	NPC477715
Remote Similarity	0.5981	NPC106118
Remote Similarity	0.5979	NPC84317
Remote Similarity	0.5969	NPC242269
Remote Similarity	0.5968	NPC162104
Remote Similarity	0.5966	NPC473962
Remote Similarity	0.5965	NPC35996
Remote Similarity	0.5964	NPC473573
Remote Similarity	0.5959	NPC15068
Remote Similarity	0.5959	NPC61004
Remote Similarity	0.5955	NPC314835
Remote Similarity	0.5947	NPC1390
Remote Similarity	0.5947	NPC62104
Remote Similarity	0.5946	NPC13470
Remote Similarity	0.5945	NPC75634
Remote Similarity	0.5944	NPC163392
Remote Similarity	0.5944	NPC239762
Remote Similarity	0.5944	NPC153007
Remote Similarity	0.5939	NPC318930
Remote Similarity	0.5939	NPC136797
Remote Similarity	0.5939	NPC158277
Remote Similarity	0.5939	NPC317362
Remote Similarity	0.5936	NPC56685
Remote Similarity	0.5935	NPC471155
Remote Similarity	0.5935	NPC472538
Remote Similarity	0.5935	NPC54420
Remote Similarity	0.5928	NPC63040
Remote Similarity	0.5924	NPC145113
Remote Similarity	0.592	NPC239990
Remote Similarity	0.592	NPC71933
Remote Similarity	0.592	NPC105114
Remote Similarity	0.592	NPC161143
Remote Similarity	0.592	NPC89923
Remote Similarity	0.592	NPC152850
Remote Similarity	0.5918	NPC89831
Remote Similarity	0.5916	NPC154478
Remote Similarity	0.5914	NPC473491
Remote Similarity	0.5907	NPC270241
Remote Similarity	0.5901	NPC327481
Remote Similarity	0.5901	NPC478007

Drug Structure

NPD8362 OpenBabel08211713012D 58 63 0 0 1 0 0 0 0 0999 V2000 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 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 2.5981 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 -4.5000 -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 1.3660 -7.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -7.0388 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 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 7.7942 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 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 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 1.6750 -6.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 -6.0878 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 -4.5000 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 6.9282 -1.0000 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 1.7321 0.0000 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 6.9282 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 3 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 5.1962 -3.0000 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 -1.0000 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 2 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 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 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 N 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 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 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 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 0.0000 H 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 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 48 1 0 0 0 0 2 48 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 24 1 0 0 0 0 9 25 1 0 0 0 0 10 31 2 0 0 0 0 11 31 1 0 0 0 0 12 35 2 0 0 0 0 13 37 2 0 0 0 0 14 16 1 0 0 0 0 14 33 1 0 0 0 0 15 17 1 0 0 0 0 15 33 1 0 0 0 0 16 34 1 0 0 0 0 17 34 1 0 0 0 0 18 20 1 0 0 0 0 18 32 2 0 0 0 0 19 21 2 0 0 0 0 19 32 1 0 0 0 0 20 36 2 0 0 0 0 21 36 1 0 0 0 0 22 23 2 0 0 0 0 22 35 1 0 0 0 0 23 38 1 0 0 0 0 24 49 1 0 0 0 0 25 49 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 28 37 1 0 0 0 0 28 38 2 0 0 0 0 29 33 1 0 0 0 0 29 45 1 0 0 0 0 30 34 1 0 0 0 0 30 48 1 0 0 0 0 35 37 1 0 0 0 0 36 41 1 0 0 0 0 38 54 1 0 0 0 0 39 26 1 6 0 0 0 39 42 1 0 0 0 0 39 47 1 0 0 0 0 40 27 1 6 0 0 0 40 43 1 0 0 0 0 40 46 1 0 0 0 0 41 44 1 0 0 0 0 41 45 2 3 0 0 0 42 46 2 3 0 0 0 42 50 1 0 0 0 0 43 49 1 0 0 0 0 43 51 2 0 0 0 0 44 55 1 0 0 0 0 44 56 1 0 0 0 0 47 54 1 0 0 0 0 47 57 1 0 0 0 0 50 58 1 0 0 0 0 52 54 2 0 0 0 0 53 54 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001366
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5312150
ChEBI
CAS Number

Drug Properties

Molecular Weight	750.39
ALogP	-2.4447
MLogP	4.98
XLogP	10.051
HDA	10
HBD	3
Rotatable Bonds	20
TPSA	149.07
RO5 Violation	2