NPASS drugs

Drug Information

Drug ID:	NPD4214
Drug Name:	SDZ-GPI-562
Molecular Formula:	C20H30N4O4
Canonical SMILES:	OC(=O)C[C@@H](N=C(CC(C)C)O)CCCCNC(=O)c1ccc(cc1)C(=N)N
Standard InCHI:	InChI=1S/C20H30N4O4/c1-13(2)11-17(25)24-16(12-18(26)27)5-3-4-10-23-20(28)15-8-6-14(7-9-15)19(21)22/h6-9,13,16H,3-5,10-12H2,1-2H3,(H3,21,22)(H,23,28)(H,24,25)(H,26,27)/t16-/m0/s1
Standard InCHIKey:	OPSRUAAFZJIVQO-INIZCTEOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4214

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	103
0.1-0.2	767
0.2-0.3	4063
0.3-0.4	12920
0.4-0.5	10267
0.5-0.6	2355
0.6-0.7	387
0.7-0.8	28
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	0.7576	NPC474584
Intermediate Similarity	0.7534	NPC132636
Intermediate Similarity	0.7447	NPC477937
Intermediate Similarity	0.7421	NPC189116
Intermediate Similarity	0.7417	NPC311658
Intermediate Similarity	0.7368	NPC329011
Intermediate Similarity	0.7279	NPC197470
Intermediate Similarity	0.7252	NPC327481
Intermediate Similarity	0.7226	NPC239357
Intermediate Similarity	0.7215	NPC84317
Intermediate Similarity	0.7214	NPC71684
Intermediate Similarity	0.7183	NPC22746
Intermediate Similarity	0.7178	NPC66490
Intermediate Similarity	0.7164	NPC319579
Intermediate Similarity	0.7162	NPC314835
Intermediate Similarity	0.7133	NPC101719
Intermediate Similarity	0.7132	NPC276949
Intermediate Similarity	0.7132	NPC35850
Intermediate Similarity	0.7125	NPC154478
Intermediate Similarity	0.708	NPC33742
Intermediate Similarity	0.7063	NPC222466
Intermediate Similarity	0.705	NPC470545
Intermediate Similarity	0.7039	NPC316202
Intermediate Similarity	0.7023	NPC164859
Intermediate Similarity	0.7006	NPC248862
Intermediate Similarity	0.7006	NPC300443
Intermediate Similarity	0.7	NPC314992
Intermediate Similarity	0.7	NPC470546
Remote Similarity	0.6993	NPC35996
Remote Similarity	0.6981	NPC469903
Remote Similarity	0.6978	NPC470544
Remote Similarity	0.6966	NPC322433
Remote Similarity	0.6923	NPC14849
Remote Similarity	0.6917	NPC67043
Remote Similarity	0.6905	NPC328611
Remote Similarity	0.6903	NPC314114
Remote Similarity	0.6901	NPC200964
Remote Similarity	0.6871	NPC111428
Remote Similarity	0.6863	NPC269398
Remote Similarity	0.6863	NPC263493
Remote Similarity	0.6857	NPC2265
Remote Similarity	0.6852	NPC24617
Remote Similarity	0.6842	NPC287358
Remote Similarity	0.6839	NPC315266
Remote Similarity	0.6839	NPC314287
Remote Similarity	0.6818	NPC139326
Remote Similarity	0.6818	NPC468984
Remote Similarity	0.681	NPC469902
Remote Similarity	0.681	NPC114806
Remote Similarity	0.6809	NPC169328
Remote Similarity	0.6794	NPC12730
Remote Similarity	0.6784	NPC131450
Remote Similarity	0.6784	NPC182057
Remote Similarity	0.6784	NPC147298
Remote Similarity	0.6783	NPC27833
Remote Similarity	0.6779	NPC126458
Remote Similarity	0.6776	NPC43755
Remote Similarity	0.6776	NPC471264
Remote Similarity	0.6776	NPC471265
Remote Similarity	0.677	NPC473580
Remote Similarity	0.6767	NPC471317
Remote Similarity	0.6767	NPC202613
Remote Similarity	0.6761	NPC310467
Remote Similarity	0.6759	NPC6975
Remote Similarity	0.6757	NPC473322
Remote Similarity	0.6755	NPC253476
Remote Similarity	0.6741	NPC474973
Remote Similarity	0.6741	NPC474804
Remote Similarity	0.6741	NPC130898
Remote Similarity	0.6732	NPC470884
Remote Similarity	0.6732	NPC92784
Remote Similarity	0.6732	NPC98424
Remote Similarity	0.6732	NPC178662
Remote Similarity	0.6732	NPC476133
Remote Similarity	0.6732	NPC122553
Remote Similarity	0.6731	NPC209509
Remote Similarity	0.671	NPC197682
Remote Similarity	0.671	NPC43477
Remote Similarity	0.6707	NPC469243
Remote Similarity	0.6707	NPC469901
Remote Similarity	0.6688	NPC476259
Remote Similarity	0.6688	NPC238412
Remote Similarity	0.6667	NPC478014
Remote Similarity	0.6667	NPC472241
Remote Similarity	0.6667	NPC143516
Remote Similarity	0.6667	NPC47667
Remote Similarity	0.6667	NPC478015
Remote Similarity	0.6667	NPC255447
Remote Similarity	0.6667	NPC13470
Remote Similarity	0.6667	NPC478016
Remote Similarity	0.6647	NPC471130
Remote Similarity	0.6646	NPC135121
Remote Similarity	0.6646	NPC62104
Remote Similarity	0.6646	NPC1390
Remote Similarity	0.6646	NPC472242
Remote Similarity	0.6645	NPC168113
Remote Similarity	0.6641	NPC10781
Remote Similarity	0.6641	NPC293628
Remote Similarity	0.6641	NPC122493
Remote Similarity	0.6624	NPC477217
Remote Similarity	0.6624	NPC201244
Remote Similarity	0.6621	NPC202521
Remote Similarity	0.6606	NPC475544
Remote Similarity	0.6604	NPC259678
Remote Similarity	0.6604	NPC478039
Remote Similarity	0.6604	NPC105717
Remote Similarity	0.6603	NPC161069
Remote Similarity	0.6603	NPC2823
Remote Similarity	0.6603	NPC176226
Remote Similarity	0.6587	NPC223207
Remote Similarity	0.6585	NPC324850
Remote Similarity	0.6577	NPC58827
Remote Similarity	0.6577	NPC319766
Remote Similarity	0.6577	NPC307437
Remote Similarity	0.6577	NPC72473
Remote Similarity	0.6568	NPC469904
Remote Similarity	0.6566	NPC73644
Remote Similarity	0.6565	NPC25565
Remote Similarity	0.6562	NPC2501
Remote Similarity	0.6561	NPC476978
Remote Similarity	0.6561	NPC52748
Remote Similarity	0.6558	NPC68865
Remote Similarity	0.6552	NPC476990
Remote Similarity	0.6548	NPC471771
Remote Similarity	0.6548	NPC304074
Remote Similarity	0.6548	NPC290755
Remote Similarity	0.6544	NPC476198
Remote Similarity	0.6532	NPC473001
Remote Similarity	0.6529	NPC198254
Remote Similarity	0.6529	NPC274198
Remote Similarity	0.6528	NPC237420
Remote Similarity	0.6527	NPC88970
Remote Similarity	0.6522	NPC475168
Remote Similarity	0.6522	NPC7817
Remote Similarity	0.6519	NPC313867
Remote Similarity	0.6519	NPC316008
Remote Similarity	0.6519	NPC322878
Remote Similarity	0.6519	NPC5620
Remote Similarity	0.6515	NPC324569
Remote Similarity	0.6515	NPC473501
Remote Similarity	0.6515	NPC475439
Remote Similarity	0.6513	NPC207428
Remote Similarity	0.6513	NPC325479
Remote Similarity	0.6506	NPC473003
Remote Similarity	0.6503	NPC315276
Remote Similarity	0.6503	NPC285926
Remote Similarity	0.6503	NPC473002
Remote Similarity	0.6503	NPC14672
Remote Similarity	0.65	NPC324445
Remote Similarity	0.6497	NPC77905
Remote Similarity	0.6497	NPC235194
Remote Similarity	0.6496	NPC45033
Remote Similarity	0.649	NPC200589
Remote Similarity	0.649	NPC314431
Remote Similarity	0.6488	NPC217804
Remote Similarity	0.6488	NPC5719
Remote Similarity	0.6488	NPC22883
Remote Similarity	0.6488	NPC138293
Remote Similarity	0.6488	NPC210377
Remote Similarity	0.6488	NPC113056
Remote Similarity	0.6478	NPC314358
Remote Similarity	0.6474	NPC46098
Remote Similarity	0.6474	NPC268841
Remote Similarity	0.6474	NPC163392
Remote Similarity	0.6474	NPC307357
Remote Similarity	0.6474	NPC239762
Remote Similarity	0.6474	NPC48202
Remote Similarity	0.6474	NPC469900
Remote Similarity	0.6471	NPC129486
Remote Similarity	0.6471	NPC473000
Remote Similarity	0.6463	NPC252878
Remote Similarity	0.646	NPC254798
Remote Similarity	0.6456	NPC315283
Remote Similarity	0.6456	NPC314388
Remote Similarity	0.6452	NPC127741
Remote Similarity	0.645	NPC15068
Remote Similarity	0.6447	NPC130309
Remote Similarity	0.6446	NPC469898
Remote Similarity	0.6443	NPC79698
Remote Similarity	0.6443	NPC4974
Remote Similarity	0.6442	NPC122590
Remote Similarity	0.6442	NPC286551
Remote Similarity	0.6442	NPC473341
Remote Similarity	0.6438	NPC80150
Remote Similarity	0.6438	NPC190663
Remote Similarity	0.6438	NPC138775
Remote Similarity	0.6434	NPC235421
Remote Similarity	0.6433	NPC469426
Remote Similarity	0.6433	NPC472243
Remote Similarity	0.6433	NPC242933
Remote Similarity	0.6433	NPC276506
Remote Similarity	0.6433	NPC469427
Remote Similarity	0.6429	NPC162417
Remote Similarity	0.6429	NPC316104
Remote Similarity	0.6429	NPC248283
Remote Similarity	0.6429	NPC141050
Remote Similarity	0.6429	NPC474473
Remote Similarity	0.6424	NPC311753
Remote Similarity	0.6419	NPC46427
Remote Similarity	0.6416	NPC165285

Drug Structure

NPD4214 OpenBabel08211704332D 34 34 0 0 1 0 0 0 0 0999 V2000 -6.9282 3.0000 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 -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 -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 -0.8660 -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 -1.0000 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 -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 -6.9282 2.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 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 -4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 -1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 5 1 6 0 0 0 16 24 1 0 0 0 0 17 24 2 3 0 0 0 17 25 1 0 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 20 23 1 0 0 0 0 20 28 2 0 0 0 0 21 29 1 0 0 0 0 21 30 1 0 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 25 33 1 0 0 0 0 27 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000115
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	390.23
ALogP	-1.8052
MLogP	2.78
XLogP	3.02
HDA	8
HBD	5
Rotatable Bonds	18
TPSA	148.86
RO5 Violation	1