NPASS drugs

Drug Information

Drug ID:	NPD4491
Drug Name:
Molecular Formula:	C21H24FN3O2
Canonical SMILES:	Fc1ccc(cc1)Oc1ccc(cn1)C(=O)N1CCCN(CC1)C1CCC1
Standard InCHI:	InChI=1S/C21H24FN3O2/c22-17-6-8-19(9-7-17)27-20-10-5-16(15-23-20)21(26)25-12-2-11-24(13-14-25)18-3-1-4-18/h5-10,15,18H,1-4,11-14H2
Standard InCHIKey:	IQOWHZHNGJXGHG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4491

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	407
0.1-0.2	4621
0.2-0.3	8135
0.3-0.4	6187
0.4-0.5	8720
0.5-0.6	2102
0.6-0.7	705
0.7-0.8	13
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	0.7337	NPC107287
Intermediate Similarity	0.7336	NPC168209
Intermediate Similarity	0.7235	NPC243633
Intermediate Similarity	0.7235	NPC175150
Intermediate Similarity	0.7213	NPC112741
Intermediate Similarity	0.7181	NPC113812
Intermediate Similarity	0.715	NPC249614
Intermediate Similarity	0.7074	NPC75179
Intermediate Similarity	0.7049	NPC159630
Intermediate Similarity	0.7049	NPC230085
Intermediate Similarity	0.703	NPC44354
Intermediate Similarity	0.7028	NPC82548
Intermediate Similarity	0.7023	NPC236668
Remote Similarity	0.6995	NPC174758
Remote Similarity	0.6995	NPC174672
Remote Similarity	0.6991	NPC146976
Remote Similarity	0.6963	NPC470020
Remote Similarity	0.6947	NPC172222
Remote Similarity	0.6943	NPC471178
Remote Similarity	0.6942	NPC135950
Remote Similarity	0.6931	NPC263455
Remote Similarity	0.692	NPC66777
Remote Similarity	0.6919	NPC167400
Remote Similarity	0.6912	NPC50562
Remote Similarity	0.6909	NPC323969
Remote Similarity	0.6903	NPC196718
Remote Similarity	0.6901	NPC193238
Remote Similarity	0.6892	NPC122436
Remote Similarity	0.689	NPC103361
Remote Similarity	0.6887	NPC289086
Remote Similarity	0.6884	NPC164340
Remote Similarity	0.6881	NPC67658
Remote Similarity	0.6878	NPC312860
Remote Similarity	0.6875	NPC478078
Remote Similarity	0.6875	NPC157931
Remote Similarity	0.6869	NPC287208
Remote Similarity	0.6869	NPC476419
Remote Similarity	0.686	NPC198401
Remote Similarity	0.6844	NPC471762
Remote Similarity	0.6842	NPC253675
Remote Similarity	0.6842	NPC127085
Remote Similarity	0.6839	NPC59779
Remote Similarity	0.6839	NPC124542
Remote Similarity	0.6839	NPC471177
Remote Similarity	0.6828	NPC102593
Remote Similarity	0.682	NPC264176
Remote Similarity	0.6812	NPC477549
Remote Similarity	0.6804	NPC274982
Remote Similarity	0.6802	NPC471648
Remote Similarity	0.68	NPC74575
Remote Similarity	0.6766	NPC161801
Remote Similarity	0.6763	NPC56170
Remote Similarity	0.6754	NPC49547
Remote Similarity	0.6753	NPC101350
Remote Similarity	0.6741	NPC322482
Remote Similarity	0.6726	NPC257851
Remote Similarity	0.6725	NPC329631
Remote Similarity	0.6716	NPC295158
Remote Similarity	0.6714	NPC295898
Remote Similarity	0.6711	NPC260434
Remote Similarity	0.671	NPC235685
Remote Similarity	0.6699	NPC93390
Remote Similarity	0.6699	NPC146724
Remote Similarity	0.6698	NPC309498
Remote Similarity	0.6696	NPC210434
Remote Similarity	0.6696	NPC216612
Remote Similarity	0.6696	NPC311906
Remote Similarity	0.6683	NPC133140
Remote Similarity	0.6683	NPC195268
Remote Similarity	0.6683	NPC317010
Remote Similarity	0.6682	NPC472099
Remote Similarity	0.6682	NPC320748
Remote Similarity	0.6682	NPC54066
Remote Similarity	0.6682	NPC324245
Remote Similarity	0.6681	NPC470018
Remote Similarity	0.6667	NPC53344
Remote Similarity	0.6667	NPC177404
Remote Similarity	0.6667	NPC476518
Remote Similarity	0.6651	NPC471304
Remote Similarity	0.6651	NPC269367
Remote Similarity	0.6651	NPC472259
Remote Similarity	0.6651	NPC309845
Remote Similarity	0.6651	NPC289786
Remote Similarity	0.6638	NPC316224
Remote Similarity	0.6637	NPC17565
Remote Similarity	0.6635	NPC78767
Remote Similarity	0.6635	NPC473814
Remote Similarity	0.6635	NPC90229
Remote Similarity	0.6633	NPC121658
Remote Similarity	0.6633	NPC14651
Remote Similarity	0.6624	NPC119134
Remote Similarity	0.6623	NPC246381
Remote Similarity	0.6622	NPC305984
Remote Similarity	0.662	NPC315957
Remote Similarity	0.662	NPC79223
Remote Similarity	0.6612	NPC258048
Remote Similarity	0.6607	NPC128115
Remote Similarity	0.6596	NPC72905
Remote Similarity	0.6594	NPC24019
Remote Similarity	0.6592	NPC96321
Remote Similarity	0.6592	NPC473041
Remote Similarity	0.6591	NPC472098
Remote Similarity	0.659	NPC156044
Remote Similarity	0.6589	NPC328559
Remote Similarity	0.6589	NPC32451
Remote Similarity	0.6588	NPC109922
Remote Similarity	0.6582	NPC475533
Remote Similarity	0.6575	NPC290689
Remote Similarity	0.6574	NPC210256
Remote Similarity	0.6571	NPC473821
Remote Similarity	0.6569	NPC470474
Remote Similarity	0.6567	NPC470022
Remote Similarity	0.6567	NPC469529
Remote Similarity	0.6562	NPC315804
Remote Similarity	0.6562	NPC313804
Remote Similarity	0.6558	NPC211813
Remote Similarity	0.6557	NPC74153
Remote Similarity	0.6557	NPC329024
Remote Similarity	0.6555	NPC324619
Remote Similarity	0.6555	NPC475315
Remote Similarity	0.6553	NPC99891
Remote Similarity	0.655	NPC194740
Remote Similarity	0.655	NPC273532
Remote Similarity	0.6547	NPC27041
Remote Similarity	0.654	NPC471013
Remote Similarity	0.654	NPC148896
Remote Similarity	0.654	NPC180668
Remote Similarity	0.6532	NPC16066
Remote Similarity	0.6528	NPC200836
Remote Similarity	0.6528	NPC53144
Remote Similarity	0.6528	NPC41216
Remote Similarity	0.6526	NPC59033
Remote Similarity	0.6526	NPC317672
Remote Similarity	0.6522	NPC278525
Remote Similarity	0.652	NPC271792
Remote Similarity	0.652	NPC61011
Remote Similarity	0.652	NPC65277
Remote Similarity	0.652	NPC73994
Remote Similarity	0.6517	NPC111624
Remote Similarity	0.6516	NPC323551
Remote Similarity	0.6516	NPC280473
Remote Similarity	0.6511	NPC477585
Remote Similarity	0.6511	NPC477586
Remote Similarity	0.6511	NPC477588
Remote Similarity	0.6511	NPC477590
Remote Similarity	0.6509	NPC141053
Remote Similarity	0.6508	NPC471323
Remote Similarity	0.6507	NPC469489
Remote Similarity	0.6507	NPC45389
Remote Similarity	0.6505	NPC46895
Remote Similarity	0.6502	NPC152768
Remote Similarity	0.6502	NPC148183
Remote Similarity	0.6498	NPC12944
Remote Similarity	0.6498	NPC25442
Remote Similarity	0.6496	NPC472061
Remote Similarity	0.6495	NPC476582
Remote Similarity	0.6495	NPC476578
Remote Similarity	0.6495	NPC4071
Remote Similarity	0.6495	NPC123395
Remote Similarity	0.6493	NPC198673
Remote Similarity	0.6492	NPC105811
Remote Similarity	0.6489	NPC298436
Remote Similarity	0.6486	NPC165837
Remote Similarity	0.6486	NPC476287
Remote Similarity	0.6486	NPC51008
Remote Similarity	0.6486	NPC41724
Remote Similarity	0.6484	NPC63041
Remote Similarity	0.6483	NPC148889
Remote Similarity	0.6479	NPC267928
Remote Similarity	0.6477	NPC472260
Remote Similarity	0.6476	NPC114974
Remote Similarity	0.6476	NPC220851
Remote Similarity	0.6476	NPC92111
Remote Similarity	0.6474	NPC467188
Remote Similarity	0.6473	NPC137353
Remote Similarity	0.6473	NPC282103
Remote Similarity	0.6471	NPC208522
Remote Similarity	0.6466	NPC471004
Remote Similarity	0.6465	NPC176538
Remote Similarity	0.6465	NPC477019
Remote Similarity	0.6464	NPC471589
Remote Similarity	0.6461	NPC326930
Remote Similarity	0.6461	NPC85879
Remote Similarity	0.6461	NPC475301
Remote Similarity	0.6461	NPC53255
Remote Similarity	0.6458	NPC270515
Remote Similarity	0.6456	NPC314659
Remote Similarity	0.6455	NPC304179
Remote Similarity	0.6455	NPC48042
Remote Similarity	0.6455	NPC472752
Remote Similarity	0.6455	NPC472550
Remote Similarity	0.6453	NPC470017
Remote Similarity	0.6449	NPC168911
Remote Similarity	0.6449	NPC474916
Remote Similarity	0.6444	NPC107123
Remote Similarity	0.6444	NPC303658
Remote Similarity	0.6443	NPC26872
Remote Similarity	0.6442	NPC87391
Remote Similarity	0.6441	NPC111732
Remote Similarity	0.6441	NPC475816

Drug Structure

NPD4491 OpenBabel08211705262D 27 30 0 0 1 0 0 0 0 0999 V2000 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4977 0.9089 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 1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5457 4.6834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1374 1.8374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4503 2.9672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4851 2.5954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7980 3.7251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5283 4.8693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6510 0.3768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6097 1.9026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3768 1.6510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9089 2.4977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8677 2.9815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2154 3.7395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1200 2.0233 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 7.8154 3.5392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1806 4.1113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2329 3.5536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7723 1.2653 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.8503 3.1674 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 0.7071 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 2.9026 2.6097 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5806 4.3115 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1631 4.2972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 11 1 0 0 0 0 2 12 1 0 0 0 0 3 18 1 0 0 0 0 4 18 1 0 0 0 0 5 10 2 0 0 0 0 5 16 1 0 0 0 0 6 8 1 0 0 0 0 6 17 2 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 15 16 2 0 0 0 0 15 23 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 27 1 0 0 0 0 20 23 2 0 0 0 0 20 27 1 0 0 0 0 21 25 1 0 0 0 0 21 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012073
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24771368
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.19
ALogP	-1.452
MLogP	3.11
XLogP	3.818
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	45.67
RO5 Violation	0