NPASS drugs

Drug Information

Drug ID:	NPD5015
Drug Name:
Molecular Formula:	C22H24F3N3O4
Canonical SMILES:	OC(=O)C[C@@H]1Cc2ccc(cc2CN(C1=O)CC(F)(F)F)OCCCNc1ccccn1
Standard InCHI:	InChI=1S/C22H24F3N3O4/c23-22(24,25)14-28-13-17-11-18(32-9-3-8-27-19-4-1-2-7-26-19)6-5-15(17)10-16(21(28)31)12-20(29)30/h1-2,4-7,11,16H,3,8-10,12-14H2,(H,26,27)(H,29,30)/t16-/m0/s1
Standard InCHIKey:	PVDGZHKJXXVONO-INIZCTEOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5015

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	301
0.1-0.2	1889
0.2-0.3	8976
0.3-0.4	4006
0.4-0.5	12152
0.5-0.6	2834
0.6-0.7	730
0.7-0.8	2
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	0.707	NPC315467
Intermediate Similarity	0.7033	NPC316224
Remote Similarity	0.6992	NPC60621
Remote Similarity	0.6977	NPC478009
Remote Similarity	0.6964	NPC127085
Remote Similarity	0.6946	NPC24370
Remote Similarity	0.6946	NPC319232
Remote Similarity	0.6943	NPC193238
Remote Similarity	0.693	NPC210256
Remote Similarity	0.6911	NPC475816
Remote Similarity	0.6906	NPC146724
Remote Similarity	0.6888	NPC311906
Remote Similarity	0.6846	NPC478010
Remote Similarity	0.6844	NPC478011
Remote Similarity	0.6833	NPC125597
Remote Similarity	0.6824	NPC242923
Remote Similarity	0.6818	NPC314176
Remote Similarity	0.6816	NPC195268
Remote Similarity	0.6816	NPC133140
Remote Similarity	0.6811	NPC314882
Remote Similarity	0.6809	NPC146976
Remote Similarity	0.6807	NPC472099
Remote Similarity	0.6803	NPC474192
Remote Similarity	0.6803	NPC475720
Remote Similarity	0.6795	NPC472098
Remote Similarity	0.6793	NPC96321
Remote Similarity	0.6781	NPC470020
Remote Similarity	0.6778	NPC473317
Remote Similarity	0.6776	NPC323752
Remote Similarity	0.677	NPC478006
Remote Similarity	0.6766	NPC236668
Remote Similarity	0.6765	NPC313804
Remote Similarity	0.6765	NPC315804
Remote Similarity	0.6765	NPC308906
Remote Similarity	0.6743	NPC271792
Remote Similarity	0.6735	NPC471004
Remote Similarity	0.6733	NPC208522
Remote Similarity	0.6726	NPC473053
Remote Similarity	0.6724	NPC475835
Remote Similarity	0.6723	NPC473041
Remote Similarity	0.6723	NPC473822
Remote Similarity	0.672	NPC295452
Remote Similarity	0.672	NPC171393
Remote Similarity	0.6717	NPC478012
Remote Similarity	0.6711	NPC307963
Remote Similarity	0.6711	NPC289786
Remote Similarity	0.6709	NPC290689
Remote Similarity	0.6709	NPC471304
Remote Similarity	0.6707	NPC473105
Remote Similarity	0.6696	NPC156704
Remote Similarity	0.6695	NPC168209
Remote Similarity	0.6694	NPC28945
Remote Similarity	0.6667	NPC49547
Remote Similarity	0.6667	NPC78609
Remote Similarity	0.6653	NPC202605
Remote Similarity	0.6653	NPC112206
Remote Similarity	0.6652	NPC243850
Remote Similarity	0.6652	NPC251090
Remote Similarity	0.6641	NPC314056
Remote Similarity	0.664	NPC220852
Remote Similarity	0.6639	NPC157931
Remote Similarity	0.6639	NPC244536
Remote Similarity	0.6639	NPC257851
Remote Similarity	0.6638	NPC274291
Remote Similarity	0.6638	NPC264166
Remote Similarity	0.6638	NPC329708
Remote Similarity	0.6638	NPC47059
Remote Similarity	0.6638	NPC476578
Remote Similarity	0.6638	NPC36229
Remote Similarity	0.6638	NPC165349
Remote Similarity	0.6638	NPC118832
Remote Similarity	0.6638	NPC476582
Remote Similarity	0.6638	NPC4071
Remote Similarity	0.6638	NPC16452
Remote Similarity	0.6638	NPC476581
Remote Similarity	0.6627	NPC75179
Remote Similarity	0.6624	NPC266931
Remote Similarity	0.6624	NPC476465
Remote Similarity	0.6622	NPC92111
Remote Similarity	0.6613	NPC253675
Remote Similarity	0.6612	NPC246381
Remote Similarity	0.6612	NPC175150
Remote Similarity	0.6612	NPC471762
Remote Similarity	0.6612	NPC243633
Remote Similarity	0.6609	NPC213308
Remote Similarity	0.6609	NPC470279
Remote Similarity	0.6609	NPC315491
Remote Similarity	0.6609	NPC45459
Remote Similarity	0.6609	NPC477019
Remote Similarity	0.6599	NPC328924
Remote Similarity	0.6598	NPC470018
Remote Similarity	0.6593	NPC471448
Remote Similarity	0.6585	NPC116622
Remote Similarity	0.6583	NPC303658
Remote Similarity	0.6581	NPC88008
Remote Similarity	0.6578	NPC76748
Remote Similarity	0.6571	NPC74575
Remote Similarity	0.6571	NPC323244
Remote Similarity	0.6569	NPC148183
Remote Similarity	0.6569	NPC152768
Remote Similarity	0.6569	NPC469928
Remote Similarity	0.6566	NPC478013
Remote Similarity	0.6564	NPC103230
Remote Similarity	0.656	NPC285343
Remote Similarity	0.6556	NPC74360
Remote Similarity	0.6553	NPC475910
Remote Similarity	0.655	NPC224928
Remote Similarity	0.6548	NPC119134
Remote Similarity	0.6542	NPC305984
Remote Similarity	0.6537	NPC56271
Remote Similarity	0.6535	NPC180668
Remote Similarity	0.6535	NPC471013
Remote Similarity	0.6535	NPC148896
Remote Similarity	0.6533	NPC296527
Remote Similarity	0.6533	NPC44354
Remote Similarity	0.6516	NPC130570
Remote Similarity	0.6516	NPC64216
Remote Similarity	0.6515	NPC314270
Remote Similarity	0.6513	NPC202768
Remote Similarity	0.6513	NPC296482
Remote Similarity	0.6513	NPC53069
Remote Similarity	0.6513	NPC216369
Remote Similarity	0.6511	NPC313189
Remote Similarity	0.651	NPC107123
Remote Similarity	0.6509	NPC31930
Remote Similarity	0.6507	NPC314222
Remote Similarity	0.6507	NPC196449
Remote Similarity	0.6506	NPC255800
Remote Similarity	0.6506	NPC96584
Remote Similarity	0.65	NPC330009
Remote Similarity	0.65	NPC30570
Remote Similarity	0.6498	NPC309845
Remote Similarity	0.6496	NPC289086
Remote Similarity	0.6494	NPC184680
Remote Similarity	0.6492	NPC201508
Remote Similarity	0.649	NPC473449
Remote Similarity	0.649	NPC21638
Remote Similarity	0.6486	NPC470474
Remote Similarity	0.6485	NPC54744
Remote Similarity	0.6485	NPC476287
Remote Similarity	0.6484	NPC161801
Remote Similarity	0.648	NPC208898
Remote Similarity	0.6478	NPC66777
Remote Similarity	0.6478	NPC90229
Remote Similarity	0.6477	NPC132385
Remote Similarity	0.6473	NPC162812
Remote Similarity	0.6468	NPC470784
Remote Similarity	0.6468	NPC470785
Remote Similarity	0.6466	NPC234197
Remote Similarity	0.6466	NPC196718
Remote Similarity	0.6466	NPC102593
Remote Similarity	0.6466	NPC89987
Remote Similarity	0.6466	NPC315957
Remote Similarity	0.6462	NPC326930
Remote Similarity	0.6462	NPC475301
Remote Similarity	0.6452	NPC326363
Remote Similarity	0.6452	NPC115595
Remote Similarity	0.6452	NPC24019
Remote Similarity	0.6449	NPC322482
Remote Similarity	0.6447	NPC99666
Remote Similarity	0.6445	NPC475533
Remote Similarity	0.6444	NPC316981
Remote Similarity	0.6444	NPC171409
Remote Similarity	0.6444	NPC96405
Remote Similarity	0.6444	NPC471603
Remote Similarity	0.6444	NPC292517
Remote Similarity	0.6441	NPC135549
Remote Similarity	0.6435	NPC471178
Remote Similarity	0.6434	NPC477635
Remote Similarity	0.6434	NPC10904
Remote Similarity	0.6434	NPC477630
Remote Similarity	0.6432	NPC147983
Remote Similarity	0.6432	NPC177996
Remote Similarity	0.6426	NPC473833
Remote Similarity	0.6426	NPC285558
Remote Similarity	0.6426	NPC260434
Remote Similarity	0.6426	NPC160666
Remote Similarity	0.6423	NPC471015
Remote Similarity	0.6423	NPC329982
Remote Similarity	0.6422	NPC287437
Remote Similarity	0.642	NPC475315
Remote Similarity	0.642	NPC17565
Remote Similarity	0.642	NPC324619
Remote Similarity	0.6419	NPC124542
Remote Similarity	0.6419	NPC471177
Remote Similarity	0.6419	NPC59779
Remote Similarity	0.6419	NPC45850
Remote Similarity	0.6417	NPC74562
Remote Similarity	0.6417	NPC316181
Remote Similarity	0.6417	NPC151781
Remote Similarity	0.6417	NPC162530
Remote Similarity	0.6417	NPC99891
Remote Similarity	0.6414	NPC82548
Remote Similarity	0.6411	NPC194740
Remote Similarity	0.6408	NPC210434
Remote Similarity	0.6405	NPC12100
Remote Similarity	0.6402	NPC208284
Remote Similarity	0.6398	NPC303374
Remote Similarity	0.6395	NPC176538
Remote Similarity	0.6395	NPC329793

Drug Structure

NPD5015 OpenBabel08211706322D 34 36 0 0 1 0 0 0 0 0999 V2000 6.5933 3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4593 3.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9952 3.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7273 3.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3349 3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5311 3.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4593 4.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9952 4.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1292 3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2658 1.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3972 2.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5494 0.7519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6802 0.7331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3653 -0.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3349 2.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5605 0.9010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5311 1.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3972 3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7273 4.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1728 1.5338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9972 0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2581 -1.7127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4072 -2.7015 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.5237 -2.3362 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.2470 -1.5637 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.5933 5.2219 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8613 5.2219 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 -2.8075 2.4646 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1617 1.3847 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4972 -0.7913 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2632 3.7219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8613 6.2219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7852 2.1665 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 3 9 1 0 0 0 0 4 19 2 0 0 0 0 5 6 1 0 0 0 0 5 15 2 0 0 0 0 6 18 2 0 0 0 0 7 26 2 0 0 0 0 8 27 1 0 0 0 0 9 32 1 0 0 0 0 10 15 1 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 17 1 0 0 0 0 13 28 1 0 0 0 0 14 22 1 0 0 0 0 14 28 1 0 0 0 0 15 17 1 0 0 0 0 16 12 1 6 0 0 0 16 21 1 0 0 0 0 18 32 1 0 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 20 29 2 0 0 0 0 20 30 1 0 0 0 0 21 28 1 0 0 0 0 21 31 2 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 27 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012544
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9955461
ChEBI
CAS Number

Drug Properties

Molecular Weight	451.17
ALogP	-0.3813
MLogP	2.78
XLogP	3.593
HDA	6
HBD	2
Rotatable Bonds	14
TPSA	91.76
RO5 Violation	0