NPASS drugs

Drug Information

Drug ID:	NPD5348
Drug Name:
Molecular Formula:	C22H35N5O5
Canonical SMILES:	COc1ccc(cc1)CCN=C(C(N=C(CCCCCCCNC(=N)N)O)CC(=O)O)O
Standard InCHI:	InChI=1S/C22H35N5O5/c1-32-17-10-8-16(9-11-17)12-14-25-21(31)18(15-20(29)30)27-19(28)7-5-3-2-4-6-13-26-22(23)24/h8-11,18H,2-7,12-15H2,1H3,(H,25,31)(H,27,28)(H,29,30)(H4,23,24,26)
Standard InCHIKey:	LVVRYABDHQGPGK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5348

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	109
0.1-0.2	738
0.2-0.3	3498
0.3-0.4	9267
0.4-0.5	4983
0.5-0.6	11057
0.6-0.7	1090
0.7-0.8	146
0.8-0.85	2
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	0.8414	NPC48202
Intermediate Similarity	0.8014	NPC267237
Intermediate Similarity	0.7945	NPC470392
Intermediate Similarity	0.7933	NPC168861
Intermediate Similarity	0.7919	NPC214988
Intermediate Similarity	0.7877	NPC326966
Intermediate Similarity	0.7857	NPC132771
Intermediate Similarity	0.7763	NPC326241
Intermediate Similarity	0.7692	NPC324081
Intermediate Similarity	0.7671	NPC311753
Intermediate Similarity	0.7667	NPC237227
Intermediate Similarity	0.766	NPC283760
Intermediate Similarity	0.7647	NPC204546
Intermediate Similarity	0.7625	NPC212699
Intermediate Similarity	0.7625	NPC207675
Intermediate Similarity	0.7619	NPC325651
Intermediate Similarity	0.761	NPC473580
Intermediate Similarity	0.7584	NPC97870
Intermediate Similarity	0.7584	NPC307123
Intermediate Similarity	0.7584	NPC247018
Intermediate Similarity	0.7531	NPC469243
Intermediate Similarity	0.753	NPC274198
Intermediate Similarity	0.753	NPC198254
Intermediate Similarity	0.7516	NPC197921
Intermediate Similarity	0.7515	NPC473502
Intermediate Similarity	0.75	NPC474862
Intermediate Similarity	0.75	NPC471306
Intermediate Similarity	0.75	NPC471321
Intermediate Similarity	0.75	NPC27581
Intermediate Similarity	0.7486	NPC61332
Intermediate Similarity	0.7486	NPC240130
Intermediate Similarity	0.747	NPC186617
Intermediate Similarity	0.7469	NPC319320
Intermediate Similarity	0.7469	NPC287757
Intermediate Similarity	0.7468	NPC91953
Intermediate Similarity	0.7468	NPC469360
Intermediate Similarity	0.7468	NPC189724
Intermediate Similarity	0.7468	NPC83289
Intermediate Similarity	0.7468	NPC212850
Intermediate Similarity	0.7439	NPC22014
Intermediate Similarity	0.7434	NPC6570
Intermediate Similarity	0.7432	NPC296712
Intermediate Similarity	0.7425	NPC473693
Intermediate Similarity	0.7425	NPC276506
Intermediate Similarity	0.7425	NPC471568
Intermediate Similarity	0.7423	NPC475544
Intermediate Similarity	0.7407	NPC56635
Intermediate Similarity	0.7394	NPC223207
Intermediate Similarity	0.7394	NPC472923
Intermediate Similarity	0.7384	NPC473404
Intermediate Similarity	0.7376	NPC317254
Intermediate Similarity	0.7365	NPC129486
Intermediate Similarity	0.7356	NPC299806
Intermediate Similarity	0.7353	NPC196243
Intermediate Similarity	0.7351	NPC274732
Intermediate Similarity	0.7349	NPC471771
Intermediate Similarity	0.7349	NPC304074
Intermediate Similarity	0.7349	NPC290755
Intermediate Similarity	0.7301	NPC233926
Intermediate Similarity	0.7293	NPC477552
Intermediate Similarity	0.7293	NPC477550
Intermediate Similarity	0.7292	NPC43275
Intermediate Similarity	0.7292	NPC319950
Intermediate Similarity	0.7278	NPC247298
Intermediate Similarity	0.7273	NPC94862
Intermediate Similarity	0.7262	NPC280022
Intermediate Similarity	0.7255	NPC470441
Intermediate Similarity	0.7246	NPC97811
Intermediate Similarity	0.7241	NPC289330
Intermediate Similarity	0.7241	NPC160120
Intermediate Similarity	0.7241	NPC53596
Intermediate Similarity	0.7241	NPC17388
Intermediate Similarity	0.7241	NPC471308
Intermediate Similarity	0.7237	NPC244866
Intermediate Similarity	0.7235	NPC475532
Intermediate Similarity	0.7225	NPC153554
Intermediate Similarity	0.7222	NPC47672
Intermediate Similarity	0.7219	NPC196091
Intermediate Similarity	0.7215	NPC81026
Intermediate Similarity	0.7213	NPC477551
Intermediate Similarity	0.7213	NPC473450
Intermediate Similarity	0.7205	NPC300443
Intermediate Similarity	0.7197	NPC66518
Intermediate Similarity	0.7193	NPC17698
Intermediate Similarity	0.7193	NPC165285
Intermediate Similarity	0.7188	NPC245974
Intermediate Similarity	0.7181	NPC124776
Intermediate Similarity	0.7181	NPC320242
Intermediate Similarity	0.7179	NPC328137
Intermediate Similarity	0.7179	NPC259800
Intermediate Similarity	0.7179	NPC282087
Intermediate Similarity	0.7179	NPC318984
Intermediate Similarity	0.7179	NPC241086
Intermediate Similarity	0.7179	NPC317741
Intermediate Similarity	0.7179	NPC318028
Intermediate Similarity	0.7171	NPC45191
Intermediate Similarity	0.7166	NPC194699
Intermediate Similarity	0.7166	NPC219350
Intermediate Similarity	0.716	NPC66490
Intermediate Similarity	0.7159	NPC235194
Intermediate Similarity	0.7152	NPC266741
Intermediate Similarity	0.7152	NPC478147
Intermediate Similarity	0.7143	NPC314835
Intermediate Similarity	0.7143	NPC61004
Intermediate Similarity	0.7143	NPC142577
Intermediate Similarity	0.7143	NPC254700
Intermediate Similarity	0.7135	NPC102959
Intermediate Similarity	0.7133	NPC197470
Intermediate Similarity	0.7133	NPC476353
Intermediate Similarity	0.7123	NPC321133
Intermediate Similarity	0.7118	NPC269383
Intermediate Similarity	0.7118	NPC151030
Intermediate Similarity	0.7114	NPC62101
Intermediate Similarity	0.7114	NPC95733
Intermediate Similarity	0.7113	NPC26524
Intermediate Similarity	0.7108	NPC114806
Intermediate Similarity	0.7095	NPC60516
Intermediate Similarity	0.7092	NPC166837
Intermediate Similarity	0.7091	NPC156311
Intermediate Similarity	0.7083	NPC158900
Intermediate Similarity	0.7083	NPC188867
Intermediate Similarity	0.7083	NPC106551
Intermediate Similarity	0.7083	NPC281686
Intermediate Similarity	0.707	NPC326860
Intermediate Similarity	0.707	NPC197239
Intermediate Similarity	0.7069	NPC119652
Intermediate Similarity	0.7069	NPC97526
Intermediate Similarity	0.7069	NPC475421
Intermediate Similarity	0.7067	NPC477937
Intermediate Similarity	0.7067	NPC29477
Intermediate Similarity	0.7063	NPC311658
Intermediate Similarity	0.7052	NPC254053
Intermediate Similarity	0.7048	NPC24617
Intermediate Similarity	0.7047	NPC211218
Intermediate Similarity	0.7033	NPC477632
Intermediate Similarity	0.7033	NPC477638
Intermediate Similarity	0.7029	NPC170302
Intermediate Similarity	0.7029	NPC475564
Intermediate Similarity	0.7029	NPC475409
Intermediate Similarity	0.7029	NPC42383
Intermediate Similarity	0.7016	NPC277306
Intermediate Similarity	0.7016	NPC469442
Intermediate Similarity	0.7013	NPC471953
Intermediate Similarity	0.7012	NPC39431
Intermediate Similarity	0.7007	NPC263835
Intermediate Similarity	0.7006	NPC197045
Intermediate Similarity	0.7006	NPC477254
Intermediate Similarity	0.7	NPC477636
Remote Similarity	0.6987	NPC64205
Remote Similarity	0.698	NPC471315
Remote Similarity	0.698	NPC298486
Remote Similarity	0.698	NPC471314
Remote Similarity	0.6978	NPC302715
Remote Similarity	0.6972	NPC329011
Remote Similarity	0.6961	NPC248822
Remote Similarity	0.6959	NPC326079
Remote Similarity	0.6954	NPC136112
Remote Similarity	0.6954	NPC141739
Remote Similarity	0.6951	NPC56685
Remote Similarity	0.695	NPC258056
Remote Similarity	0.6949	NPC167763
Remote Similarity	0.6949	NPC470112
Remote Similarity	0.6949	NPC470903
Remote Similarity	0.6948	NPC114102
Remote Similarity	0.6944	NPC118202
Remote Similarity	0.6943	NPC25539
Remote Similarity	0.6939	NPC239697
Remote Similarity	0.6936	NPC49315
Remote Similarity	0.6933	NPC328267
Remote Similarity	0.6932	NPC271958
Remote Similarity	0.6932	NPC263507
Remote Similarity	0.6932	NPC134413
Remote Similarity	0.6932	NPC45112
Remote Similarity	0.6923	NPC474584
Remote Similarity	0.6923	NPC477631
Remote Similarity	0.6919	NPC40234
Remote Similarity	0.6919	NPC46009
Remote Similarity	0.6918	NPC311737
Remote Similarity	0.6918	NPC38458
Remote Similarity	0.6914	NPC17760
Remote Similarity	0.6914	NPC473546
Remote Similarity	0.6914	NPC313414
Remote Similarity	0.6914	NPC9373
Remote Similarity	0.6909	NPC13397
Remote Similarity	0.6901	NPC209463
Remote Similarity	0.6901	NPC474149
Remote Similarity	0.6899	NPC470470
Remote Similarity	0.6894	NPC314114
Remote Similarity	0.6892	NPC476183
Remote Similarity	0.6886	NPC323336
Remote Similarity	0.6886	NPC292003
Remote Similarity	0.6886	NPC326349
Remote Similarity	0.6882	NPC63931
Remote Similarity	0.6863	NPC251571
Remote Similarity	0.6863	NPC153990
Remote Similarity	0.6859	NPC285078
Remote Similarity	0.6859	NPC313737
Remote Similarity	0.6859	NPC6854
Remote Similarity	0.6857	NPC231705
Remote Similarity	0.6853	NPC21890

Drug Structure

NPD5348 OpenBabel08211706322D 39 39 0 0 1 0 0 0 0 0999 V2000 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -5.5000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -10.0000 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 5.1962 -4.0000 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 4.3301 -4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 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 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -9.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -10.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -10.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 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 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -8.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -10.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -11.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -11.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -7.5000 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 2.5981 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 13 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 26 1 0 0 0 0 14 25 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 17 32 1 0 0 0 0 18 21 1 0 0 0 0 18 27 1 0 0 0 0 19 27 2 3 0 0 0 19 28 1 0 0 0 0 20 29 2 0 0 0 0 20 30 1 0 0 0 0 21 25 2 3 0 0 0 21 31 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 24 35 1 0 0 0 0 26 36 1 0 0 0 0 28 37 1 0 0 0 0 30 38 1 0 0 0 0 31 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003977
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44353584
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.26
ALogP	-2.3972
MLogP	2.78
XLogP	2.961
HDA	9
HBD	6
Rotatable Bonds	22
TPSA	173.61
RO5 Violation	2