NPASS drugs

Drug Information

Drug ID:	NPD4394
Drug Name:
Molecular Formula:	C21H21F3N2O5
Canonical SMILES:	OC(=O)[C@H](Cc1ccc(cc1)OCCN(c1nc2c(o1)cccc2)C)OCC(F)(F)F
Standard InCHI:	InChI=1S/C21H21F3N2O5/c1-26(20-25-16-4-2-3-5-17(16)31-20)10-11-29-15-8-6-14(7-9-15)12-18(19(27)28)30-13-21(22,23)24/h2-9,18H,10-13H2,1H3,(H,27,28)/t18-/m0/s1
Standard InCHIKey:	IRAAJHYKQDFNFO-SFHVURJKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4394

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	291
0.1-0.2	1903
0.2-0.3	8334
0.3-0.4	4556
0.4-0.5	11964
0.5-0.6	3228
0.6-0.7	598
0.7-0.8	16
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	0.7386	NPC477587
Intermediate Similarity	0.7386	NPC477589
Intermediate Similarity	0.7325	NPC477586
Intermediate Similarity	0.7325	NPC477590
Intermediate Similarity	0.7325	NPC477588
Intermediate Similarity	0.7325	NPC477585
Intermediate Similarity	0.7269	NPC472286
Intermediate Similarity	0.7269	NPC472287
Intermediate Similarity	0.723	NPC286195
Intermediate Similarity	0.7218	NPC161801
Intermediate Similarity	0.7215	NPC314633
Intermediate Similarity	0.7085	NPC475844
Intermediate Similarity	0.7085	NPC230403
Intermediate Similarity	0.7039	NPC146418
Intermediate Similarity	0.7024	NPC165964
Intermediate Similarity	0.7008	NPC196718
Remote Similarity	0.696	NPC472284
Remote Similarity	0.6955	NPC194740
Remote Similarity	0.6951	NPC208898
Remote Similarity	0.6946	NPC54066
Remote Similarity	0.6939	NPC102593
Remote Similarity	0.6936	NPC38237
Remote Similarity	0.6936	NPC474428
Remote Similarity	0.6914	NPC257851
Remote Similarity	0.6892	NPC316224
Remote Similarity	0.6885	NPC274640
Remote Similarity	0.6875	NPC128115
Remote Similarity	0.6862	NPC184408
Remote Similarity	0.6856	NPC220408
Remote Similarity	0.6853	NPC124300
Remote Similarity	0.6849	NPC62995
Remote Similarity	0.6838	NPC58209
Remote Similarity	0.6835	NPC324361
Remote Similarity	0.6829	NPC474688
Remote Similarity	0.6827	NPC184680
Remote Similarity	0.6825	NPC291609
Remote Similarity	0.6818	NPC144452
Remote Similarity	0.6815	NPC314222
Remote Similarity	0.6815	NPC196449
Remote Similarity	0.6814	NPC469961
Remote Similarity	0.6809	NPC314882
Remote Similarity	0.6805	NPC323969
Remote Similarity	0.68	NPC470785
Remote Similarity	0.6795	NPC258048
Remote Similarity	0.6795	NPC321428
Remote Similarity	0.6776	NPC186351
Remote Similarity	0.6774	NPC323752
Remote Similarity	0.6774	NPC323198
Remote Similarity	0.6774	NPC329631
Remote Similarity	0.6772	NPC310618
Remote Similarity	0.6765	NPC39500
Remote Similarity	0.6751	NPC242923
Remote Similarity	0.6748	NPC471762
Remote Similarity	0.6736	NPC50562
Remote Similarity	0.6736	NPC225279
Remote Similarity	0.6722	NPC131885
Remote Similarity	0.6722	NPC174576
Remote Similarity	0.6721	NPC205372
Remote Similarity	0.6718	NPC472435
Remote Similarity	0.6708	NPC67658
Remote Similarity	0.6707	NPC187145
Remote Similarity	0.6705	NPC129897
Remote Similarity	0.6696	NPC241025
Remote Similarity	0.6695	NPC74562
Remote Similarity	0.6695	NPC151781
Remote Similarity	0.6695	NPC316181
Remote Similarity	0.6694	NPC313804
Remote Similarity	0.6694	NPC315804
Remote Similarity	0.6694	NPC471615
Remote Similarity	0.6693	NPC160100
Remote Similarity	0.6681	NPC187501
Remote Similarity	0.6681	NPC280638
Remote Similarity	0.668	NPC66777
Remote Similarity	0.668	NPC478141
Remote Similarity	0.6679	NPC470042
Remote Similarity	0.6667	NPC470784
Remote Similarity	0.6667	NPC474183
Remote Similarity	0.6667	NPC473186
Remote Similarity	0.6667	NPC477979
Remote Similarity	0.6654	NPC166712
Remote Similarity	0.6653	NPC51388
Remote Similarity	0.6653	NPC243850
Remote Similarity	0.6653	NPC314270
Remote Similarity	0.6652	NPC144381
Remote Similarity	0.6641	NPC472436
Remote Similarity	0.664	NPC157931
Remote Similarity	0.6629	NPC209981
Remote Similarity	0.6628	NPC51854
Remote Similarity	0.6627	NPC474701
Remote Similarity	0.6626	NPC168209
Remote Similarity	0.6626	NPC308906
Remote Similarity	0.6626	NPC179287
Remote Similarity	0.6626	NPC208084
Remote Similarity	0.6625	NPC236668
Remote Similarity	0.6622	NPC295158
Remote Similarity	0.6614	NPC34770
Remote Similarity	0.6614	NPC148889
Remote Similarity	0.6614	NPC39370
Remote Similarity	0.6612	NPC216612
Remote Similarity	0.6612	NPC312645
Remote Similarity	0.6611	NPC87413
Remote Similarity	0.6602	NPC181081
Remote Similarity	0.6598	NPC146976
Remote Similarity	0.6598	NPC118228
Remote Similarity	0.6589	NPC9729
Remote Similarity	0.6584	NPC303658
Remote Similarity	0.6581	NPC470586
Remote Similarity	0.6578	NPC478006
Remote Similarity	0.6576	NPC72715
Remote Similarity	0.6575	NPC41501
Remote Similarity	0.6574	NPC284888
Remote Similarity	0.6574	NPC220852
Remote Similarity	0.6573	NPC140296
Remote Similarity	0.6569	NPC269367
Remote Similarity	0.6565	NPC318068
Remote Similarity	0.6562	NPC188400
Remote Similarity	0.656	NPC160666
Remote Similarity	0.656	NPC260434
Remote Similarity	0.6559	NPC97746
Remote Similarity	0.6557	NPC288987
Remote Similarity	0.6554	NPC315467
Remote Similarity	0.6545	NPC175150
Remote Similarity	0.6545	NPC243633
Remote Similarity	0.6537	NPC472434
Remote Similarity	0.6532	NPC24370
Remote Similarity	0.6532	NPC319232
Remote Similarity	0.653	NPC478009
Remote Similarity	0.6528	NPC282346
Remote Similarity	0.6527	NPC326930
Remote Similarity	0.6527	NPC85879
Remote Similarity	0.6527	NPC475301
Remote Similarity	0.6527	NPC53255
Remote Similarity	0.6525	NPC475774
Remote Similarity	0.6513	NPC4687
Remote Similarity	0.6508	NPC172222
Remote Similarity	0.6506	NPC304307
Remote Similarity	0.6506	NPC118559
Remote Similarity	0.6506	NPC124920
Remote Similarity	0.6506	NPC34580
Remote Similarity	0.6504	NPC328928
Remote Similarity	0.6502	NPC13603
Remote Similarity	0.6502	NPC322064
Remote Similarity	0.6498	NPC208364
Remote Similarity	0.6496	NPC15801
Remote Similarity	0.6496	NPC285343
Remote Similarity	0.6494	NPC475190
Remote Similarity	0.6492	NPC125597
Remote Similarity	0.649	NPC298436
Remote Similarity	0.6488	NPC89508
Remote Similarity	0.6486	NPC472068
Remote Similarity	0.6483	NPC295898
Remote Similarity	0.648	NPC100547
Remote Similarity	0.6479	NPC152620
Remote Similarity	0.6475	NPC67401
Remote Similarity	0.6464	NPC303374
Remote Similarity	0.6463	NPC174760
Remote Similarity	0.6461	NPC16066
Remote Similarity	0.646	NPC172355
Remote Similarity	0.6457	NPC272549
Remote Similarity	0.6456	NPC317572
Remote Similarity	0.6455	NPC314056
Remote Similarity	0.6454	NPC223409
Remote Similarity	0.6454	NPC95240
Remote Similarity	0.6454	NPC322135
Remote Similarity	0.6449	NPC197141
Remote Similarity	0.6447	NPC194040
Remote Similarity	0.6444	NPC193238
Remote Similarity	0.6444	NPC475685
Remote Similarity	0.644	NPC244536
Remote Similarity	0.644	NPC261251
Remote Similarity	0.6437	NPC203373
Remote Similarity	0.6434	NPC288349
Remote Similarity	0.6434	NPC477795
Remote Similarity	0.6434	NPC477796
Remote Similarity	0.6434	NPC477805
Remote Similarity	0.6434	NPC477806
Remote Similarity	0.6432	NPC219664
Remote Similarity	0.6431	NPC227824
Remote Similarity	0.6429	NPC473833
Remote Similarity	0.6429	NPC315631
Remote Similarity	0.6429	NPC14288
Remote Similarity	0.642	NPC232225
Remote Similarity	0.6417	NPC39679
Remote Similarity	0.6417	NPC182222
Remote Similarity	0.6417	NPC470280
Remote Similarity	0.6417	NPC287208
Remote Similarity	0.6412	NPC137353
Remote Similarity	0.641	NPC478011
Remote Similarity	0.6409	NPC314861
Remote Similarity	0.6409	NPC208522
Remote Similarity	0.6408	NPC169402
Remote Similarity	0.6408	NPC293151
Remote Similarity	0.6407	NPC478010
Remote Similarity	0.6406	NPC82472
Remote Similarity	0.6403	NPC321592
Remote Similarity	0.6403	NPC49547
Remote Similarity	0.6403	NPC54803
Remote Similarity	0.6402	NPC300156
Remote Similarity	0.64	NPC470018
Remote Similarity	0.64	NPC214142

Drug Structure

NPD4394 OpenBabel08211705262D 32 34 0 0 1 0 0 0 0 0999 V2000 0.4067 2.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5933 -0.8185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0933 -1.6845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0933 0.0475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5933 -0.8185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5933 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5933 -2.5506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0933 -3.4166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0933 -1.6845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0933 0.0475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5933 -2.5506 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0933 -1.6845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5933 -4.2826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5933 -5.2826 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.7272 -4.7826 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.5933 -4.2826 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5933 -0.8185 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0933 -1.6845 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5933 0.9135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0933 -3.4166 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5933 -2.5506 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 16 2 0 0 0 0 5 17 2 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 26 1 0 0 0 0 11 29 1 0 0 0 0 12 14 1 0 0 0 0 13 21 1 0 0 0 0 13 30 1 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 25 1 0 0 0 0 17 31 1 0 0 0 0 18 12 1 6 0 0 0 18 19 1 0 0 0 0 18 30 1 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 20 31 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014466
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9845965
ChEBI
CAS Number

Drug Properties

Molecular Weight	438.14
ALogP	0.4516
MLogP	2.67
XLogP	4.892
HDA	5
HBD	1
Rotatable Bonds	16
TPSA	85.03
RO5 Violation	1