NPASS drugs

Drug Information

Drug ID:	NPD4158
Drug Name:
Molecular Formula:	C20H27N5O7
Canonical SMILES:	OC(=O)C[C@@H](C(=N[C@H](C(=O)O)C(C)C)O)N=C(CCNC(=O)c1ccc(cc1)C(=N)N)O
Standard InCHI:	InChI=1S/C20H27N5O7/c1-10(2)16(20(31)32)25-19(30)13(9-15(27)28)24-14(26)7-8-23-18(29)12-5-3-11(4-6-12)17(21)22/h3-6,10,13,16H,7-9H2,1-2H3,(H3,21,22)(H,23,29)(H,24,26)(H,25,30)(H,27,28)(H,31,32)/t13-,16-/m0/s1
Standard InCHIKey:	RRUJJOMANFUDEN-BBRMVZONSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4158

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	107
0.1-0.2	1081
0.2-0.3	4908
0.3-0.4	14455
0.4-0.5	8171
0.5-0.6	1853
0.6-0.7	297
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	0.7444	NPC329011
Intermediate Similarity	0.7388	NPC474584
Intermediate Similarity	0.7365	NPC132636
Intermediate Similarity	0.7353	NPC197470
Intermediate Similarity	0.7299	NPC239357
Intermediate Similarity	0.7273	NPC477937
Intermediate Similarity	0.7267	NPC189116
Intermediate Similarity	0.7255	NPC311658
Intermediate Similarity	0.717	NPC84317
Intermediate Similarity	0.7153	NPC322433
Intermediate Similarity	0.7134	NPC66490
Intermediate Similarity	0.7081	NPC154478
Intermediate Similarity	0.707	NPC300443
Intermediate Similarity	0.7068	NPC327481
Intermediate Similarity	0.7066	NPC248862
Intermediate Similarity	0.7042	NPC71684
Intermediate Similarity	0.7014	NPC22746
Intermediate Similarity	0.7	NPC314835
Remote Similarity	0.6993	NPC316202
Remote Similarity	0.6985	NPC319579
Remote Similarity	0.6982	NPC14849
Remote Similarity	0.6972	NPC200964
Remote Similarity	0.6966	NPC101719
Remote Similarity	0.6964	NPC328611
Remote Similarity	0.6954	NPC43755
Remote Similarity	0.6914	NPC24617
Remote Similarity	0.6897	NPC222466
Remote Similarity	0.6879	NPC470545
Remote Similarity	0.6871	NPC469901
Remote Similarity	0.6871	NPC114806
Remote Similarity	0.6853	NPC27833
Remote Similarity	0.6842	NPC164859
Remote Similarity	0.6842	NPC131450
Remote Similarity	0.6842	NPC182057
Remote Similarity	0.6842	NPC147298
Remote Similarity	0.6835	NPC35850
Remote Similarity	0.6835	NPC276949
Remote Similarity	0.6832	NPC469903
Remote Similarity	0.6831	NPC314992
Remote Similarity	0.6831	NPC470546
Remote Similarity	0.6828	NPC35996
Remote Similarity	0.6809	NPC470544
Remote Similarity	0.6797	NPC98424
Remote Similarity	0.6797	NPC92784
Remote Similarity	0.6797	NPC178662
Remote Similarity	0.6797	NPC476133
Remote Similarity	0.6797	NPC470884
Remote Similarity	0.6795	NPC314287
Remote Similarity	0.6786	NPC33742
Remote Similarity	0.6752	NPC314114
Remote Similarity	0.6741	NPC67043
Remote Similarity	0.6735	NPC47667
Remote Similarity	0.6733	NPC126458
Remote Similarity	0.6711	NPC111428
Remote Similarity	0.671	NPC269398
Remote Similarity	0.671	NPC263493
Remote Similarity	0.6691	NPC474804
Remote Similarity	0.6691	NPC474973
Remote Similarity	0.6691	NPC130898
Remote Similarity	0.669	NPC2265
Remote Similarity	0.6688	NPC122553
Remote Similarity	0.6688	NPC201244
Remote Similarity	0.6688	NPC477217
Remote Similarity	0.6688	NPC315266
Remote Similarity	0.6688	NPC287358
Remote Similarity	0.6667	NPC468984
Remote Similarity	0.6667	NPC478039
Remote Similarity	0.6667	NPC139326
Remote Similarity	0.6667	NPC469902
Remote Similarity	0.6647	NPC113056
Remote Similarity	0.6647	NPC138293
Remote Similarity	0.6645	NPC238412
Remote Similarity	0.6643	NPC169328
Remote Similarity	0.6626	NPC473580
Remote Similarity	0.6624	NPC52748
Remote Similarity	0.6623	NPC471264
Remote Similarity	0.6623	NPC471265
Remote Similarity	0.6618	NPC143516
Remote Similarity	0.6617	NPC12730
Remote Similarity	0.6604	NPC135121
Remote Similarity	0.66	NPC473322
Remote Similarity	0.6599	NPC6975
Remote Similarity	0.6597	NPC310467
Remote Similarity	0.659	NPC473001
Remote Similarity	0.6582	NPC322878
Remote Similarity	0.6582	NPC209509
Remote Similarity	0.6573	NPC285926
Remote Similarity	0.6573	NPC14672
Remote Similarity	0.6573	NPC315276
Remote Similarity	0.6566	NPC469243
Remote Similarity	0.6564	NPC473002
Remote Similarity	0.6562	NPC324445
Remote Similarity	0.6561	NPC43477
Remote Similarity	0.6561	NPC197682
Remote Similarity	0.6561	NPC2823
Remote Similarity	0.6561	NPC77905
Remote Similarity	0.6556	NPC200589
Remote Similarity	0.6538	NPC268841
Remote Similarity	0.6538	NPC476259
Remote Similarity	0.6538	NPC46098
Remote Similarity	0.6538	NPC307357
Remote Similarity	0.6533	NPC307437
Remote Similarity	0.6533	NPC58827
Remote Similarity	0.6533	NPC72473
Remote Similarity	0.6532	NPC469900
Remote Similarity	0.6522	NPC13470
Remote Similarity	0.6513	NPC255447
Remote Similarity	0.6506	NPC62104
Remote Similarity	0.6506	NPC1390
Remote Similarity	0.6497	NPC168113
Remote Similarity	0.6494	NPC141050
Remote Similarity	0.6486	NPC474082
Remote Similarity	0.6486	NPC175726
Remote Similarity	0.6471	NPC207428
Remote Similarity	0.6471	NPC202613
Remote Similarity	0.6467	NPC475544
Remote Similarity	0.6466	NPC10781
Remote Similarity	0.6466	NPC293628
Remote Similarity	0.6466	NPC122493
Remote Similarity	0.6463	NPC202521
Remote Similarity	0.646	NPC471821
Remote Similarity	0.646	NPC259678
Remote Similarity	0.646	NPC471820
Remote Similarity	0.646	NPC105717
Remote Similarity	0.6456	NPC176226
Remote Similarity	0.6456	NPC161069
Remote Similarity	0.645	NPC223207
Remote Similarity	0.6449	NPC45033
Remote Similarity	0.6446	NPC324850
Remote Similarity	0.6438	NPC314186
Remote Similarity	0.6433	NPC473000
Remote Similarity	0.6433	NPC469904
Remote Similarity	0.6424	NPC319766
Remote Similarity	0.642	NPC2501
Remote Similarity	0.6415	NPC476978
Remote Similarity	0.6412	NPC304074
Remote Similarity	0.6412	NPC471771
Remote Similarity	0.6412	NPC290755
Remote Similarity	0.641	NPC68865
Remote Similarity	0.6407	NPC469898
Remote Similarity	0.6402	NPC314223
Remote Similarity	0.64	NPC79698
Remote Similarity	0.6395	NPC198254
Remote Similarity	0.6395	NPC478014
Remote Similarity	0.6395	NPC478015
Remote Similarity	0.6395	NPC274198
Remote Similarity	0.6395	NPC478016
Remote Similarity	0.6395	NPC476990
Remote Similarity	0.6387	NPC316104
Remote Similarity	0.6387	NPC162417
Remote Similarity	0.6387	NPC253476
Remote Similarity	0.638	NPC475168
Remote Similarity	0.638	NPC7817
Remote Similarity	0.6377	NPC476198
Remote Similarity	0.6375	NPC313867
Remote Similarity	0.6375	NPC5620
Remote Similarity	0.6375	NPC316008
Remote Similarity	0.637	NPC220698
Remote Similarity	0.637	NPC237420
Remote Similarity	0.6369	NPC235194
Remote Similarity	0.6369	NPC473003
Remote Similarity	0.6364	NPC291070
Remote Similarity	0.6364	NPC40364
Remote Similarity	0.6364	NPC117032
Remote Similarity	0.6364	NPC246757
Remote Similarity	0.6358	NPC240848
Remote Similarity	0.6353	NPC217804
Remote Similarity	0.6353	NPC22883
Remote Similarity	0.6353	NPC210377
Remote Similarity	0.6353	NPC5719
Remote Similarity	0.635	NPC471317
Remote Similarity	0.6347	NPC297145
Remote Similarity	0.6347	NPC197743
Remote Similarity	0.6343	NPC324569
Remote Similarity	0.634	NPC472245
Remote Similarity	0.634	NPC314431
Remote Similarity	0.6337	NPC129486
Remote Similarity	0.6335	NPC314358
Remote Similarity	0.6335	NPC262077
Remote Similarity	0.6331	NPC473498
Remote Similarity	0.6331	NPC471447
Remote Similarity	0.6331	NPC73644
Remote Similarity	0.6329	NPC239762
Remote Similarity	0.6329	NPC48202
Remote Similarity	0.6329	NPC163392
Remote Similarity	0.6319	NPC254798
Remote Similarity	0.6316	NPC15068
Remote Similarity	0.6316	NPC471130
Remote Similarity	0.6312	NPC315283
Remote Similarity	0.6312	NPC314388
Remote Similarity	0.6312	NPC472241
Remote Similarity	0.6309	NPC252878
Remote Similarity	0.6306	NPC127741
Remote Similarity	0.6304	NPC275467
Remote Similarity	0.6303	NPC286551
Remote Similarity	0.6303	NPC473341
Remote Similarity	0.6303	NPC122590
Remote Similarity	0.6301	NPC276506
Remote Similarity	0.6299	NPC130309
Remote Similarity	0.6296	NPC472242

Drug Structure

NPD4158 OpenBabel08211704332D 40 40 0 0 1 0 0 0 0 0999 V2000 -6.0622 -1.5000 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 -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 -0.8660 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 -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 -2.5981 -1.5000 0.0000 C 0 0 0 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 -0.0000 2.0000 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 -1.0000 0.0000 C 0 0 1 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -4.3301 -1.5000 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 -0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 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 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 O 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 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 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 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 23 1 0 0 0 0 9 15 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 9 1 1 0 0 0 13 19 1 0 0 0 0 13 24 1 0 0 0 0 14 24 2 3 0 0 0 14 26 1 0 0 0 0 15 27 2 0 0 0 0 15 28 1 0 0 0 0 16 10 1 6 0 0 0 16 20 1 0 0 0 0 16 25 1 0 0 0 0 17 21 1 0 0 0 0 17 22 2 0 0 0 0 18 23 1 0 0 0 0 18 29 2 0 0 0 0 19 25 2 3 0 0 0 19 30 1 0 0 0 0 20 31 2 0 0 0 0 20 32 1 0 0 0 0 21 33 1 0 0 0 0 21 34 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 26 37 1 0 0 0 0 28 38 1 0 0 0 0 30 39 1 0 0 0 0 32 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004274
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44343754
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.19
ALogP	-1.4143
MLogP	2.34
XLogP	-2.043
HDA	12
HBD	7
Rotatable Bonds	20
TPSA	218.75
RO5 Violation	3