NPASS drugs

Drug Information

Drug ID:	NPD1662
Drug Name:
Molecular Formula:	C15H17N3O3
Canonical SMILES:	COc1ccc(cc1)c1ccc(=[NH2+])n(n1)CCCC(=O)O
Standard InCHI:	InChI=1S/C15H17N3O3/c1-21-12-6-4-11(5-7-12)13-8-9-14(16)18(17-13)10-2-3-15(19)20/h4-9,16H,2-3,10H2,1H3,(H,19,20)/p+1
Standard InCHIKey:	ACVGNKYJVGNLIL-UHFFFAOYSA-O
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1662

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	104
0.1-0.2	891
0.2-0.3	5002
0.3-0.4	8029
0.4-0.5	6452
0.5-0.6	9614
0.6-0.7	784
0.7-0.8	14
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	0.7254	NPC43275
Intermediate Similarity	0.72	NPC470392
Intermediate Similarity	0.7174	NPC166837
Intermediate Similarity	0.7171	NPC237227
Intermediate Similarity	0.7114	NPC471306
Intermediate Similarity	0.7114	NPC471321
Intermediate Similarity	0.7086	NPC307123
Intermediate Similarity	0.7086	NPC247018
Intermediate Similarity	0.7086	NPC97870
Intermediate Similarity	0.7078	NPC48202
Intermediate Similarity	0.7044	NPC132771
Intermediate Similarity	0.7042	NPC258992
Intermediate Similarity	0.7	NPC324081
Intermediate Similarity	0.7	NPC474881
Remote Similarity	0.6994	NPC473778
Remote Similarity	0.6993	NPC470441
Remote Similarity	0.6981	NPC9373
Remote Similarity	0.698	NPC218323
Remote Similarity	0.6972	NPC303370
Remote Similarity	0.6966	NPC17388
Remote Similarity	0.6966	NPC471308
Remote Similarity	0.6966	NPC263835
Remote Similarity	0.6966	NPC289330
Remote Similarity	0.6966	NPC160120
Remote Similarity	0.6966	NPC53596
Remote Similarity	0.6957	NPC309982
Remote Similarity	0.6939	NPC471315
Remote Similarity	0.6939	NPC471314
Remote Similarity	0.6913	NPC29477
Remote Similarity	0.6906	NPC234639
Remote Similarity	0.6903	NPC174754
Remote Similarity	0.6879	NPC474902
Remote Similarity	0.6871	NPC474862
Remote Similarity	0.6849	NPC321133
Remote Similarity	0.6846	NPC95733
Remote Similarity	0.6846	NPC62101
Remote Similarity	0.6835	NPC204546
Remote Similarity	0.6807	NPC319320
Remote Similarity	0.6807	NPC287757
Remote Similarity	0.68	NPC124776
Remote Similarity	0.68	NPC476249
Remote Similarity	0.6797	NPC326966
Remote Similarity	0.6783	NPC118202
Remote Similarity	0.6781	NPC256369
Remote Similarity	0.6779	NPC211218
Remote Similarity	0.6776	NPC325651
Remote Similarity	0.6759	NPC323948
Remote Similarity	0.6757	NPC27581
Remote Similarity	0.6753	NPC274732
Remote Similarity	0.6753	NPC471953
Remote Similarity	0.6752	NPC471316
Remote Similarity	0.675	NPC473804
Remote Similarity	0.6747	NPC212699
Remote Similarity	0.6747	NPC207675
Remote Similarity	0.6739	NPC42383
Remote Similarity	0.6735	NPC41801
Remote Similarity	0.6714	NPC146530
Remote Similarity	0.6714	NPC97811
Remote Similarity	0.6713	NPC109241
Remote Similarity	0.6711	NPC251571
Remote Similarity	0.6711	NPC296712
Remote Similarity	0.6711	NPC186898
Remote Similarity	0.671	NPC169766
Remote Similarity	0.671	NPC105541
Remote Similarity	0.6709	NPC197921
Remote Similarity	0.6708	NPC119569
Remote Similarity	0.6691	NPC1065
Remote Similarity	0.6689	NPC320242
Remote Similarity	0.6689	NPC83279
Remote Similarity	0.6688	NPC45191
Remote Similarity	0.6667	NPC109637
Remote Similarity	0.6667	NPC313414
Remote Similarity	0.6667	NPC319950
Remote Similarity	0.6667	NPC212850
Remote Similarity	0.6667	NPC189724
Remote Similarity	0.6667	NPC83289
Remote Similarity	0.6667	NPC29650
Remote Similarity	0.6667	NPC469360
Remote Similarity	0.6667	NPC155838
Remote Similarity	0.6667	NPC91953
Remote Similarity	0.6667	NPC217277
Remote Similarity	0.6667	NPC283079
Remote Similarity	0.6667	NPC2518
Remote Similarity	0.6647	NPC472923
Remote Similarity	0.6647	NPC56635
Remote Similarity	0.6646	NPC193528
Remote Similarity	0.6645	NPC130595
Remote Similarity	0.6645	NPC93882
Remote Similarity	0.6645	NPC301713
Remote Similarity	0.6628	NPC186617
Remote Similarity	0.6627	NPC473580
Remote Similarity	0.6624	NPC470471
Remote Similarity	0.6624	NPC138365
Remote Similarity	0.6623	NPC52029
Remote Similarity	0.6623	NPC35961
Remote Similarity	0.6623	NPC195749
Remote Similarity	0.6621	NPC51345
Remote Similarity	0.6619	NPC473855
Remote Similarity	0.6603	NPC6854
Remote Similarity	0.6603	NPC285078
Remote Similarity	0.6603	NPC266425
Remote Similarity	0.6603	NPC313737
Remote Similarity	0.6603	NPC267237
Remote Similarity	0.6601	NPC153990
Remote Similarity	0.6601	NPC191302
Remote Similarity	0.6597	NPC309808
Remote Similarity	0.6597	NPC26524
Remote Similarity	0.6591	NPC474919
Remote Similarity	0.659	NPC473693
Remote Similarity	0.659	NPC471568
Remote Similarity	0.6588	NPC22014
Remote Similarity	0.6581	NPC476570
Remote Similarity	0.6581	NPC114102
Remote Similarity	0.6581	NPC255550
Remote Similarity	0.6581	NPC308885
Remote Similarity	0.6577	NPC183262
Remote Similarity	0.6575	NPC82963
Remote Similarity	0.6571	NPC231705
Remote Similarity	0.657	NPC473502
Remote Similarity	0.6568	NPC475544
Remote Similarity	0.6568	NPC469243
Remote Similarity	0.6562	NPC168861
Remote Similarity	0.6561	NPC218530
Remote Similarity	0.6561	NPC282477
Remote Similarity	0.6561	NPC473463
Remote Similarity	0.6561	NPC284855
Remote Similarity	0.6554	NPC181905
Remote Similarity	0.655	NPC158900
Remote Similarity	0.6543	NPC81026
Remote Similarity	0.6541	NPC214988
Remote Similarity	0.6541	NPC470470
Remote Similarity	0.6541	NPC471283
Remote Similarity	0.6538	NPC214869
Remote Similarity	0.6538	NPC118419
Remote Similarity	0.6538	NPC244866
Remote Similarity	0.6536	NPC251466
Remote Similarity	0.6536	NPC156944
Remote Similarity	0.6533	NPC142577
Remote Similarity	0.6531	NPC311737
Remote Similarity	0.6531	NPC38458
Remote Similarity	0.6528	NPC199462
Remote Similarity	0.6525	NPC142297
Remote Similarity	0.6525	NPC186469
Remote Similarity	0.6522	NPC66518
Remote Similarity	0.6522	NPC307425
Remote Similarity	0.6522	NPC474128
Remote Similarity	0.6519	NPC6570
Remote Similarity	0.6516	NPC470706
Remote Similarity	0.6513	NPC300955
Remote Similarity	0.6513	NPC474479
Remote Similarity	0.6507	NPC296526
Remote Similarity	0.6503	NPC247298
Remote Similarity	0.65	NPC259800
Remote Similarity	0.65	NPC127676
Remote Similarity	0.65	NPC317741
Remote Similarity	0.65	NPC318028
Remote Similarity	0.65	NPC318984
Remote Similarity	0.65	NPC282087
Remote Similarity	0.65	NPC238115
Remote Similarity	0.65	NPC328137
Remote Similarity	0.65	NPC241086
Remote Similarity	0.65	NPC477254
Remote Similarity	0.65	NPC231572
Remote Similarity	0.6496	NPC100870
Remote Similarity	0.6494	NPC291449
Remote Similarity	0.6494	NPC99798
Remote Similarity	0.6494	NPC41331
Remote Similarity	0.6494	NPC311753
Remote Similarity	0.6494	NPC172403
Remote Similarity	0.6494	NPC196091
Remote Similarity	0.6494	NPC157740
Remote Similarity	0.649	NPC298486
Remote Similarity	0.6486	NPC205502
Remote Similarity	0.6481	NPC266741
Remote Similarity	0.648	NPC473404
Remote Similarity	0.6479	NPC96224
Remote Similarity	0.6479	NPC153690
Remote Similarity	0.6479	NPC24101
Remote Similarity	0.6478	NPC242159
Remote Similarity	0.6478	NPC313694
Remote Similarity	0.6475	NPC298224
Remote Similarity	0.6475	NPC178902
Remote Similarity	0.6475	NPC179686
Remote Similarity	0.6474	NPC314861
Remote Similarity	0.6471	NPC136112
Remote Similarity	0.6471	NPC141739
Remote Similarity	0.6471	NPC207541
Remote Similarity	0.6471	NPC246133
Remote Similarity	0.6471	NPC182147
Remote Similarity	0.6471	NPC170583
Remote Similarity	0.6471	NPC152186
Remote Similarity	0.6471	NPC71105
Remote Similarity	0.6467	NPC47672
Remote Similarity	0.6467	NPC13397
Remote Similarity	0.6464	NPC299806
Remote Similarity	0.6463	NPC106551
Remote Similarity	0.6463	NPC188867
Remote Similarity	0.6463	NPC33717
Remote Similarity	0.6463	NPC281686
Remote Similarity	0.6463	NPC19290

Drug Structure

NPD1662 OpenBabel08211701082D 24 25 0 0 0 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 -1.7321 0.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 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 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 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 0.8660 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 2.5981 -0.5000 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 1.7321 -0.0000 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 -5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 15 1 0 0 0 0 4 6 1 0 0 0 0 4 11 2 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 12 1 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 12 21 1 0 0 0 0 13 17 2 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 20 24 1 0 0 0 0 M CHG 1 16 1 M END $$$$

External Identifiers

TTD	DPR000095
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5275
ChEBI
CAS Number

Drug Properties

Molecular Weight	288.13
ALogP	-2.4398
MLogP	2.45
XLogP	1.919
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	87.72
RO5 Violation	0