NPASS drugs

Drug Information

Drug ID:	NPD4497
Drug Name:
Molecular Formula:	C21H24N2O2
Canonical SMILES:	CN(C(=O)C(c1ccccc1)(c1ccccc1)O)C[C@@H]1[C@H]2[C@@H]1CNC2
Standard InCHI:	InChI=1S/C21H24N2O2/c1-23(14-19-17-12-22-13-18(17)19)20(24)21(25,15-8-4-2-5-9-15)16-10-6-3-7-11-16/h2-11,17-19,22,25H,12-14H2,1H3/t17-,18+,19-
Standard InCHIKey:	AARSINSGAQDAKQ-REPLKXPHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4497

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	102
0.1-0.2	650
0.2-0.3	2244
0.3-0.4	8353
0.4-0.5	12411
0.5-0.6	6450
0.6-0.7	621
0.7-0.8	43
0.8-0.85	16
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	0.8235	NPC474787
Intermediate Similarity	0.8235	NPC90194
Intermediate Similarity	0.8235	NPC273907
Intermediate Similarity	0.8235	NPC474855
Intermediate Similarity	0.8235	NPC49577
Intermediate Similarity	0.8235	NPC475318
Intermediate Similarity	0.8235	NPC118099
Intermediate Similarity	0.8235	NPC9687
Intermediate Similarity	0.8235	NPC476102
Intermediate Similarity	0.8235	NPC151706
Intermediate Similarity	0.8235	NPC293377
Intermediate Similarity	0.8235	NPC260045
Intermediate Similarity	0.8235	NPC79465
Intermediate Similarity	0.8235	NPC475598
Intermediate Similarity	0.8235	NPC76785
Intermediate Similarity	0.8235	NPC474811
Intermediate Similarity	0.7537	NPC71684
Intermediate Similarity	0.7413	NPC109580
Intermediate Similarity	0.7394	NPC474473
Intermediate Similarity	0.7365	NPC16188
Intermediate Similarity	0.7361	NPC316906
Intermediate Similarity	0.7329	NPC251439
Intermediate Similarity	0.7266	NPC65310
Intermediate Similarity	0.7254	NPC257390
Intermediate Similarity	0.7188	NPC45033
Intermediate Similarity	0.7183	NPC120251
Intermediate Similarity	0.7171	NPC233702
Intermediate Similarity	0.7163	NPC473322
Intermediate Similarity	0.7143	NPC327226
Intermediate Similarity	0.7143	NPC150712
Intermediate Similarity	0.7143	NPC33742
Intermediate Similarity	0.7133	NPC311658
Intermediate Similarity	0.7124	NPC202198
Intermediate Similarity	0.7123	NPC313694
Intermediate Similarity	0.7123	NPC242159
Intermediate Similarity	0.7122	NPC285394
Intermediate Similarity	0.7111	NPC470545
Intermediate Similarity	0.7103	NPC473360
Intermediate Similarity	0.7083	NPC313663
Intermediate Similarity	0.7071	NPC474479
Intermediate Similarity	0.7071	NPC171372
Intermediate Similarity	0.707	NPC469243
Intermediate Similarity	0.7068	NPC276949
Intermediate Similarity	0.7068	NPC35850
Intermediate Similarity	0.7063	NPC255447
Intermediate Similarity	0.7063	NPC328649
Intermediate Similarity	0.7059	NPC470546
Intermediate Similarity	0.7044	NPC63931
Intermediate Similarity	0.7042	NPC469666
Intermediate Similarity	0.7037	NPC470544
Intermediate Similarity	0.7031	NPC150254
Intermediate Similarity	0.7031	NPC147000
Intermediate Similarity	0.7031	NPC226778
Intermediate Similarity	0.7031	NPC304761
Intermediate Similarity	0.7027	NPC476989
Intermediate Similarity	0.7025	NPC241794
Intermediate Similarity	0.7019	NPC280022
Intermediate Similarity	0.7007	NPC132636
Intermediate Similarity	0.7	NPC222466
Remote Similarity	0.6978	NPC169485
Remote Similarity	0.6978	NPC213126
Remote Similarity	0.6978	NPC317474
Remote Similarity	0.6978	NPC291027
Remote Similarity	0.6978	NPC84281
Remote Similarity	0.6977	NPC67043
Remote Similarity	0.6962	NPC475544
Remote Similarity	0.6957	NPC200964
Remote Similarity	0.695	NPC101719
Remote Similarity	0.6937	NPC223207
Remote Similarity	0.6934	NPC220698
Remote Similarity	0.6923	NPC111428
Remote Similarity	0.6918	NPC248283
Remote Similarity	0.6912	NPC315276
Remote Similarity	0.6912	NPC14672
Remote Similarity	0.6912	NPC285926
Remote Similarity	0.6894	NPC304074
Remote Similarity	0.6894	NPC471771
Remote Similarity	0.6894	NPC292758
Remote Similarity	0.6894	NPC65855
Remote Similarity	0.6894	NPC290755
Remote Similarity	0.689	NPC475532
Remote Similarity	0.6887	NPC209509
Remote Similarity	0.6875	NPC325651
Remote Similarity	0.6875	NPC69496
Remote Similarity	0.6875	NPC200589
Remote Similarity	0.6867	NPC161069
Remote Similarity	0.6853	NPC105114
Remote Similarity	0.6853	NPC89923
Remote Similarity	0.6853	NPC152850
Remote Similarity	0.6853	NPC71933
Remote Similarity	0.6853	NPC239990
Remote Similarity	0.6849	NPC245836
Remote Similarity	0.6849	NPC233910
Remote Similarity	0.6848	NPC165285
Remote Similarity	0.6842	NPC319579
Remote Similarity	0.6832	NPC189116
Remote Similarity	0.6818	NPC2672
Remote Similarity	0.6815	NPC476268
Remote Similarity	0.6815	NPC473580
Remote Similarity	0.6809	NPC6975
Remote Similarity	0.68	NPC263493
Remote Similarity	0.68	NPC269398
Remote Similarity	0.6797	NPC214200
Remote Similarity	0.6797	NPC228400
Remote Similarity	0.6795	NPC56685
Remote Similarity	0.6792	NPC319320
Remote Similarity	0.6792	NPC287757
Remote Similarity	0.679	NPC61004
Remote Similarity	0.6786	NPC170302
Remote Similarity	0.6786	NPC475564
Remote Similarity	0.6786	NPC475409
Remote Similarity	0.6783	NPC477937
Remote Similarity	0.6783	NPC136453
Remote Similarity	0.6781	NPC326966
Remote Similarity	0.6776	NPC471680
Remote Similarity	0.6774	NPC473491
Remote Similarity	0.6774	NPC324081
Remote Similarity	0.6768	NPC274198
Remote Similarity	0.6768	NPC198254
Remote Similarity	0.6766	NPC473546
Remote Similarity	0.675	NPC471122
Remote Similarity	0.6727	NPC89831
Remote Similarity	0.6726	NPC119652
Remote Similarity	0.6726	NPC97526
Remote Similarity	0.6718	NPC473418
Remote Similarity	0.6713	NPC474847
Remote Similarity	0.6712	NPC157311
Remote Similarity	0.6709	NPC469903
Remote Similarity	0.6707	NPC129486
Remote Similarity	0.669	NPC17374
Remote Similarity	0.669	NPC175726
Remote Similarity	0.669	NPC474082
Remote Similarity	0.6689	NPC315051
Remote Similarity	0.6688	NPC225648
Remote Similarity	0.6688	NPC138775
Remote Similarity	0.6688	NPC329761
Remote Similarity	0.6688	NPC122590
Remote Similarity	0.6687	NPC244336
Remote Similarity	0.6687	NPC471124
Remote Similarity	0.6667	NPC202521
Remote Similarity	0.6667	NPC106551
Remote Similarity	0.6667	NPC273830
Remote Similarity	0.6667	NPC188867
Remote Similarity	0.6667	NPC281686
Remote Similarity	0.6667	NPC119326
Remote Similarity	0.6667	NPC20142
Remote Similarity	0.6667	NPC276506
Remote Similarity	0.6667	NPC8761
Remote Similarity	0.6667	NPC5620
Remote Similarity	0.6667	NPC44805
Remote Similarity	0.6667	NPC215351
Remote Similarity	0.6667	NPC269340
Remote Similarity	0.6647	NPC17698
Remote Similarity	0.6646	NPC141957
Remote Similarity	0.6645	NPC9373
Remote Similarity	0.6645	NPC57976
Remote Similarity	0.6643	NPC307020
Remote Similarity	0.6641	NPC303611
Remote Similarity	0.6641	NPC290515
Remote Similarity	0.6641	NPC164514
Remote Similarity	0.6641	NPC108606
Remote Similarity	0.6641	NPC226096
Remote Similarity	0.6625	NPC326349
Remote Similarity	0.6625	NPC323336
Remote Similarity	0.6623	NPC238412
Remote Similarity	0.6623	NPC153007
Remote Similarity	0.6621	NPC305717
Remote Similarity	0.6621	NPC218323
Remote Similarity	0.662	NPC268348
Remote Similarity	0.662	NPC252878
Remote Similarity	0.6618	NPC474584
Remote Similarity	0.6607	NPC196243
Remote Similarity	0.6607	NPC129624
Remote Similarity	0.6603	NPC254798
Remote Similarity	0.6601	NPC472241
Remote Similarity	0.66	NPC471265
Remote Similarity	0.66	NPC471264
Remote Similarity	0.6597	NPC4974
Remote Similarity	0.6596	NPC476990
Remote Similarity	0.6594	NPC101139
Remote Similarity	0.6594	NPC10286
Remote Similarity	0.6594	NPC213
Remote Similarity	0.6582	NPC261934
Remote Similarity	0.6582	NPC262166
Remote Similarity	0.6582	NPC5194
Remote Similarity	0.6581	NPC145113
Remote Similarity	0.6577	NPC266425
Remote Similarity	0.6575	NPC103605
Remote Similarity	0.6575	NPC81092
Remote Similarity	0.6573	NPC35996
Remote Similarity	0.6573	NPC46427
Remote Similarity	0.6564	NPC476231
Remote Similarity	0.6562	NPC293628
Remote Similarity	0.6562	NPC122493
Remote Similarity	0.6562	NPC10781
Remote Similarity	0.6561	NPC7817
Remote Similarity	0.6561	NPC475168
Remote Similarity	0.6558	NPC315266
Remote Similarity	0.6556	NPC178662
Remote Similarity	0.6556	NPC476133

Drug Structure

NPD4497 OpenBabel08211705262D 27 30 0 0 1 0 0 0 0 0999 V2000 1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5981 -0.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 0.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5981 -1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8660 -0.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8660 -1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 -3.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 16 1 0 0 0 0 12 22 1 0 0 0 0 13 22 1 0 0 0 0 14 23 1 0 0 0 0 15 21 1 0 0 0 0 16 21 1 0 0 0 0 17 12 1 1 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 13 1 1 0 0 0 18 19 1 0 0 0 0 19 14 1 1 0 0 0 20 21 1 0 0 0 0 20 23 1 0 0 0 0 20 24 2 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009884
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	336.18
ALogP	-2.5816
MLogP	3.33
XLogP	4.311
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	52.57
RO5 Violation	0