NPASS drugs

Drug Information

Drug ID:	NPD2552
Drug Name:	Etanautine
Molecular Formula:	C17H21NO.C9H10N4O4
Canonical SMILES:	OC(=O)Cn1cnc2c1c(=O)n(C)c(=O)n2C.CN(CCOC(c1ccccc1)c1ccccc1)C
Standard InCHI:	InChI=1S/C17H21NO.C9H10N4O4/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-7-6(8(16)12(2)9(11)17)13(4-10-7)3-5(14)15/h3-12,17H,13-14H2,1-2H3;4H,3H2,1-2H3,(H,14,15)
Standard InCHIKey:	UFKLOBYBVCBTBP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2552

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	90
0.1-0.2	785
0.2-0.3	2418
0.3-0.4	8732
0.4-0.5	9027
0.5-0.6	8297
0.6-0.7	1445
0.7-0.8	93
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC316797
Intermediate Similarity	0.8131	NPC24777
Intermediate Similarity	0.8065	NPC165212
Intermediate Similarity	0.7885	NPC214200
Intermediate Similarity	0.7885	NPC228400
Intermediate Similarity	0.7863	NPC255253
Intermediate Similarity	0.7818	NPC269340
Intermediate Similarity	0.7798	NPC65855
Intermediate Similarity	0.7798	NPC292758
Intermediate Similarity	0.7677	NPC304760
Intermediate Similarity	0.7629	NPC95429
Intermediate Similarity	0.7607	NPC316896
Intermediate Similarity	0.7524	NPC475954
Intermediate Similarity	0.7477	NPC327226
Intermediate Similarity	0.7451	NPC119631
Intermediate Similarity	0.7449	NPC304538
Intermediate Similarity	0.7423	NPC106313
Intermediate Similarity	0.7374	NPC58616
Intermediate Similarity	0.7374	NPC475710
Intermediate Similarity	0.7364	NPC92623
Intermediate Similarity	0.7364	NPC135464
Intermediate Similarity	0.7358	NPC313918
Intermediate Similarity	0.7353	NPC213156
Intermediate Similarity	0.7353	NPC240108
Intermediate Similarity	0.7339	NPC147000
Intermediate Similarity	0.7339	NPC150254
Intermediate Similarity	0.7339	NPC304761
Intermediate Similarity	0.7339	NPC226778
Intermediate Similarity	0.7273	NPC211218
Intermediate Similarity	0.7273	NPC211551
Intermediate Similarity	0.7273	NPC154899
Intermediate Similarity	0.7273	NPC328267
Intermediate Similarity	0.7273	NPC233396
Intermediate Similarity	0.7255	NPC220893
Intermediate Similarity	0.7245	NPC103326
Intermediate Similarity	0.7245	NPC329319
Intermediate Similarity	0.7245	NPC283012
Intermediate Similarity	0.7245	NPC475199
Intermediate Similarity	0.7245	NPC87299
Intermediate Similarity	0.7245	NPC99394
Intermediate Similarity	0.7238	NPC20142
Intermediate Similarity	0.7238	NPC215351
Intermediate Similarity	0.7228	NPC89377
Intermediate Similarity	0.7227	NPC321133
Intermediate Similarity	0.7216	NPC164449
Intermediate Similarity	0.7216	NPC184030
Intermediate Similarity	0.7207	NPC326801
Intermediate Similarity	0.72	NPC99482
Intermediate Similarity	0.7196	NPC303611
Intermediate Similarity	0.7196	NPC290515
Intermediate Similarity	0.7196	NPC226096
Intermediate Similarity	0.7196	NPC108606
Intermediate Similarity	0.7196	NPC164514
Intermediate Similarity	0.7168	NPC474272
Intermediate Similarity	0.7168	NPC306045
Intermediate Similarity	0.7168	NPC265211
Intermediate Similarity	0.7156	NPC60373
Intermediate Similarity	0.7156	NPC154905
Intermediate Similarity	0.7143	NPC23453
Intermediate Similarity	0.7143	NPC117180
Intermediate Similarity	0.7131	NPC307020
Intermediate Similarity	0.713	NPC98911
Intermediate Similarity	0.713	NPC472318
Intermediate Similarity	0.7103	NPC325499
Intermediate Similarity	0.7103	NPC33168
Intermediate Similarity	0.7091	NPC234305
Intermediate Similarity	0.7087	NPC173443
Intermediate Similarity	0.7083	NPC476183
Intermediate Similarity	0.7083	NPC263835
Intermediate Similarity	0.7075	NPC58674
Intermediate Similarity	0.7075	NPC5472
Intermediate Similarity	0.7073	NPC62101
Intermediate Similarity	0.7073	NPC95733
Intermediate Similarity	0.7071	NPC73637
Intermediate Similarity	0.7071	NPC121478
Intermediate Similarity	0.7069	NPC123175
Intermediate Similarity	0.7069	NPC176730
Intermediate Similarity	0.7064	NPC245927
Intermediate Similarity	0.7059	NPC211237
Intermediate Similarity	0.7054	NPC474376
Intermediate Similarity	0.7054	NPC472315
Intermediate Similarity	0.7054	NPC472316
Intermediate Similarity	0.7054	NPC113457
Intermediate Similarity	0.7054	NPC475203
Intermediate Similarity	0.7048	NPC265521
Intermediate Similarity	0.7041	NPC328178
Intermediate Similarity	0.7037	NPC470161
Intermediate Similarity	0.7027	NPC85977
Intermediate Similarity	0.7025	NPC476281
Intermediate Similarity	0.7025	NPC476184
Intermediate Similarity	0.7019	NPC172128
Intermediate Similarity	0.7018	NPC273837
Intermediate Similarity	0.7016	NPC29477
Intermediate Similarity	0.7	NPC43275
Intermediate Similarity	0.7	NPC300166
Intermediate Similarity	0.7	NPC256369
Remote Similarity	0.6983	NPC290353
Remote Similarity	0.6983	NPC153795
Remote Similarity	0.6983	NPC128368
Remote Similarity	0.6983	NPC42911
Remote Similarity	0.6983	NPC265002
Remote Similarity	0.6972	NPC51333
Remote Similarity	0.6972	NPC132078
Remote Similarity	0.6972	NPC216468
Remote Similarity	0.6972	NPC78119
Remote Similarity	0.697	NPC133050
Remote Similarity	0.697	NPC189724
Remote Similarity	0.697	NPC212850
Remote Similarity	0.697	NPC83289
Remote Similarity	0.6967	NPC26285
Remote Similarity	0.6957	NPC95977
Remote Similarity	0.6949	NPC303370
Remote Similarity	0.693	NPC469636
Remote Similarity	0.6923	NPC1793
Remote Similarity	0.6923	NPC474544
Remote Similarity	0.6923	NPC231591
Remote Similarity	0.6923	NPC199567
Remote Similarity	0.6923	NPC26524
Remote Similarity	0.6923	NPC1986
Remote Similarity	0.6911	NPC476278
Remote Similarity	0.6911	NPC471315
Remote Similarity	0.6911	NPC471314
Remote Similarity	0.6909	NPC294741
Remote Similarity	0.6909	NPC213730
Remote Similarity	0.6909	NPC42211
Remote Similarity	0.6903	NPC136962
Remote Similarity	0.6897	NPC234376
Remote Similarity	0.6897	NPC166837
Remote Similarity	0.6893	NPC198747
Remote Similarity	0.6887	NPC321956
Remote Similarity	0.688	NPC136112
Remote Similarity	0.688	NPC320242
Remote Similarity	0.688	NPC141739
Remote Similarity	0.6863	NPC474354
Remote Similarity	0.6855	NPC285394
Remote Similarity	0.6855	NPC476241
Remote Similarity	0.6855	NPC476260
Remote Similarity	0.6852	NPC26244
Remote Similarity	0.6852	NPC21959
Remote Similarity	0.6847	NPC40258
Remote Similarity	0.6847	NPC91461
Remote Similarity	0.6847	NPC7686
Remote Similarity	0.6842	NPC186469
Remote Similarity	0.6833	NPC476266
Remote Similarity	0.6832	NPC172984
Remote Similarity	0.6818	NPC318591
Remote Similarity	0.6818	NPC471576
Remote Similarity	0.6818	NPC118343
Remote Similarity	0.6818	NPC231163
Remote Similarity	0.6814	NPC42383
Remote Similarity	0.6814	NPC269457
Remote Similarity	0.6814	NPC470393
Remote Similarity	0.681	NPC63345
Remote Similarity	0.681	NPC475852
Remote Similarity	0.681	NPC2682
Remote Similarity	0.6807	NPC473507
Remote Similarity	0.68	NPC476125
Remote Similarity	0.68	NPC476179
Remote Similarity	0.6796	NPC93843
Remote Similarity	0.6796	NPC474211
Remote Similarity	0.6792	NPC71853
Remote Similarity	0.6789	NPC473388
Remote Similarity	0.6789	NPC270654
Remote Similarity	0.6786	NPC301943
Remote Similarity	0.6786	NPC474365
Remote Similarity	0.6783	NPC97811
Remote Similarity	0.6783	NPC75440
Remote Similarity	0.6783	NPC201959
Remote Similarity	0.678	NPC120217
Remote Similarity	0.6768	NPC170484
Remote Similarity	0.6765	NPC247298
Remote Similarity	0.6765	NPC168855
Remote Similarity	0.6762	NPC9822
Remote Similarity	0.6759	NPC76938
Remote Similarity	0.6759	NPC151715
Remote Similarity	0.6759	NPC471581
Remote Similarity	0.6757	NPC289381
Remote Similarity	0.6757	NPC155847
Remote Similarity	0.675	NPC473556
Remote Similarity	0.675	NPC301651
Remote Similarity	0.6735	NPC66655
Remote Similarity	0.6733	NPC323103
Remote Similarity	0.6733	NPC103387
Remote Similarity	0.6731	NPC96625
Remote Similarity	0.6729	NPC128645
Remote Similarity	0.6727	NPC78701
Remote Similarity	0.6727	NPC35448
Remote Similarity	0.6727	NPC95755
Remote Similarity	0.6726	NPC108875
Remote Similarity	0.6726	NPC280616
Remote Similarity	0.6726	NPC171831
Remote Similarity	0.6726	NPC241224
Remote Similarity	0.6726	NPC38079
Remote Similarity	0.6726	NPC242913
Remote Similarity	0.6724	NPC158854
Remote Similarity	0.6721	NPC14950
Remote Similarity	0.6721	NPC172253
Remote Similarity	0.6721	NPC59561
Remote Similarity	0.6701	NPC189371
Remote Similarity	0.67	NPC121800

Drug Structure

NPD2552 OpenBabel08211702172D 37 39 0 0 0 0 0 0 0 0999 V2000 0.5000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -5.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -2.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5543 -2.1942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8331 -3.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8852 -1.4511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -3.4543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -4.4543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -2.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -4.4543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2453 -4.7633 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -4.9543 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -3.4543 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.2453 -3.1453 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.1942 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9070 -1.6590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -1.9543 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -4.9543 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2379 -0.9158 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 16 17 1 0 0 0 0 17 19 1 0 0 0 0 20 30 1 0 0 0 0 21 31 1 0 0 0 0 22 24 1 0 0 0 0 22 32 1 0 0 0 0 23 29 2 0 0 0 0 23 32 1 0 0 0 0 24 33 2 0 0 0 0 24 34 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 25 32 1 0 0 0 0 26 29 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 27 35 2 0 0 0 0 28 30 1 0 0 0 0 28 31 1 0 0 0 0 28 36 2 0 0 0 0 34 37 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	255.16
ALogP	0.0365
MLogP	3.11
XLogP	5.726
HDA	2
HBD	0
Rotatable Bonds	8
TPSA	12.47
RO5 Violation	1