NPASS drugs

Drug Information

Drug ID:	NPD4979
Drug Name:
Molecular Formula:	C22H23F3N4O3
Canonical SMILES:	NCCCC[C@@H](C(=Nc1ccc(cc1F)c1cc(=O)c2c(o1)c(F)c(c(c2N)F)C)O)N
Standard InCHI:	InChI=1S/C22H23F3N4O3/c1-10-18(24)20(28)17-15(30)9-16(32-21(17)19(10)25)11-5-6-14(12(23)8-11)29-22(31)13(27)4-2-3-7-26/h5-6,8-9,13H,2-4,7,26-28H2,1H3,(H,29,31)/t13-/m0/s1
Standard InCHIKey:	WHWJKUICJXPKFQ-ZDUSSCGKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4979

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	250
0.1-0.2	1438
0.2-0.3	6524
0.3-0.4	5987
0.4-0.5	6861
0.5-0.6	9198
0.6-0.7	615
0.7-0.8	17
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	0.7402	NPC313112
Intermediate Similarity	0.7402	NPC301292
Intermediate Similarity	0.722	NPC288759
Intermediate Similarity	0.717	NPC176113
Intermediate Similarity	0.7157	NPC241263
Intermediate Similarity	0.715	NPC1820
Intermediate Similarity	0.715	NPC8467
Intermediate Similarity	0.7136	NPC15987
Intermediate Similarity	0.7113	NPC9475
Intermediate Similarity	0.7101	NPC473460
Intermediate Similarity	0.7067	NPC473422
Intermediate Similarity	0.7028	NPC218303
Intermediate Similarity	0.7024	NPC234933
Intermediate Similarity	0.7022	NPC471316
Intermediate Similarity	0.7015	NPC474059
Intermediate Similarity	0.7	NPC204867
Intermediate Similarity	0.7	NPC198160
Remote Similarity	0.6995	NPC305542
Remote Similarity	0.6981	NPC474366
Remote Similarity	0.6976	NPC470021
Remote Similarity	0.6963	NPC299582
Remote Similarity	0.6963	NPC30749
Remote Similarity	0.6946	NPC114039
Remote Similarity	0.6946	NPC206109
Remote Similarity	0.6919	NPC478075
Remote Similarity	0.6898	NPC470001
Remote Similarity	0.6898	NPC470002
Remote Similarity	0.6895	NPC93653
Remote Similarity	0.6872	NPC6786
Remote Similarity	0.684	NPC212123
Remote Similarity	0.6837	NPC116178
Remote Similarity	0.6834	NPC28368
Remote Similarity	0.6818	NPC198503
Remote Similarity	0.6814	NPC28510
Remote Similarity	0.6808	NPC329567
Remote Similarity	0.6808	NPC330683
Remote Similarity	0.6806	NPC217903
Remote Similarity	0.6806	NPC321166
Remote Similarity	0.68	NPC227033
Remote Similarity	0.6784	NPC70092
Remote Similarity	0.6763	NPC470023
Remote Similarity	0.6749	NPC469830
Remote Similarity	0.6745	NPC133156
Remote Similarity	0.6744	NPC25961
Remote Similarity	0.6741	NPC13249
Remote Similarity	0.6713	NPC220337
Remote Similarity	0.6713	NPC295479
Remote Similarity	0.6713	NPC220241
Remote Similarity	0.67	NPC150308
Remote Similarity	0.67	NPC283810
Remote Similarity	0.6698	NPC471561
Remote Similarity	0.6697	NPC150239
Remote Similarity	0.6682	NPC214368
Remote Similarity	0.6681	NPC473187
Remote Similarity	0.6667	NPC127362
Remote Similarity	0.6667	NPC316202
Remote Similarity	0.6667	NPC270301
Remote Similarity	0.6667	NPC317727
Remote Similarity	0.665	NPC126515
Remote Similarity	0.665	NPC473007
Remote Similarity	0.665	NPC472331
Remote Similarity	0.665	NPC313886
Remote Similarity	0.665	NPC274002
Remote Similarity	0.6649	NPC189116
Remote Similarity	0.6636	NPC313327
Remote Similarity	0.6636	NPC471532
Remote Similarity	0.6633	NPC168153
Remote Similarity	0.6622	NPC285254
Remote Similarity	0.662	NPC41216
Remote Similarity	0.6617	NPC85613
Remote Similarity	0.6617	NPC298320
Remote Similarity	0.6606	NPC134702
Remote Similarity	0.6606	NPC182853
Remote Similarity	0.6606	NPC247803
Remote Similarity	0.6603	NPC108847
Remote Similarity	0.66	NPC315631
Remote Similarity	0.6592	NPC7560
Remote Similarity	0.6592	NPC329830
Remote Similarity	0.6592	NPC280799
Remote Similarity	0.6592	NPC118189
Remote Similarity	0.6584	NPC472163
Remote Similarity	0.6582	NPC317567
Remote Similarity	0.6578	NPC115588
Remote Similarity	0.6575	NPC268223
Remote Similarity	0.657	NPC22476
Remote Similarity	0.6561	NPC241392
Remote Similarity	0.6557	NPC132385
Remote Similarity	0.6555	NPC198401
Remote Similarity	0.6553	NPC208522
Remote Similarity	0.655	NPC49547
Remote Similarity	0.655	NPC471743
Remote Similarity	0.6547	NPC174760
Remote Similarity	0.6545	NPC316297
Remote Similarity	0.6545	NPC148391
Remote Similarity	0.6545	NPC314817
Remote Similarity	0.6545	NPC66191
Remote Similarity	0.6544	NPC477825
Remote Similarity	0.6541	NPC301702
Remote Similarity	0.654	NPC270515
Remote Similarity	0.6536	NPC316746
Remote Similarity	0.6532	NPC46561
Remote Similarity	0.653	NPC310211
Remote Similarity	0.653	NPC308137
Remote Similarity	0.653	NPC477827
Remote Similarity	0.653	NPC477826
Remote Similarity	0.6526	NPC472329
Remote Similarity	0.6526	NPC472330
Remote Similarity	0.6524	NPC303214
Remote Similarity	0.6524	NPC170333
Remote Similarity	0.6522	NPC283207
Remote Similarity	0.6522	NPC473008
Remote Similarity	0.652	NPC74575
Remote Similarity	0.6517	NPC127082
Remote Similarity	0.6516	NPC471531
Remote Similarity	0.6513	NPC475983
Remote Similarity	0.6505	NPC314287
Remote Similarity	0.6502	NPC327005
Remote Similarity	0.65	NPC114468
Remote Similarity	0.6497	NPC19555
Remote Similarity	0.6495	NPC476443
Remote Similarity	0.6495	NPC133817
Remote Similarity	0.6486	NPC169402
Remote Similarity	0.6481	NPC151171
Remote Similarity	0.6476	NPC230313
Remote Similarity	0.6474	NPC144691
Remote Similarity	0.6473	NPC469439
Remote Similarity	0.6471	NPC116238
Remote Similarity	0.6471	NPC298449
Remote Similarity	0.6471	NPC2905
Remote Similarity	0.6468	NPC475133
Remote Similarity	0.6462	NPC17677
Remote Similarity	0.6462	NPC100863
Remote Similarity	0.6455	NPC48353
Remote Similarity	0.6453	NPC5167
Remote Similarity	0.6453	NPC41501
Remote Similarity	0.6453	NPC265383
Remote Similarity	0.6452	NPC222561
Remote Similarity	0.6449	NPC232600
Remote Similarity	0.6444	NPC76478
Remote Similarity	0.6442	NPC174629
Remote Similarity	0.6435	NPC14339
Remote Similarity	0.6435	NPC87714
Remote Similarity	0.6435	NPC163829
Remote Similarity	0.6432	NPC471778
Remote Similarity	0.6429	NPC203972
Remote Similarity	0.6425	NPC114808
Remote Similarity	0.6425	NPC122235
Remote Similarity	0.6422	NPC207873
Remote Similarity	0.6422	NPC260118
Remote Similarity	0.6422	NPC100573
Remote Similarity	0.6419	NPC475085
Remote Similarity	0.6419	NPC475112
Remote Similarity	0.6419	NPC291535
Remote Similarity	0.6419	NPC194740
Remote Similarity	0.6414	NPC314861
Remote Similarity	0.6413	NPC477828
Remote Similarity	0.6411	NPC92803
Remote Similarity	0.6411	NPC203628
Remote Similarity	0.641	NPC291359
Remote Similarity	0.6409	NPC87413
Remote Similarity	0.6408	NPC49184
Remote Similarity	0.6406	NPC477161
Remote Similarity	0.6406	NPC158551
Remote Similarity	0.64	NPC310894
Remote Similarity	0.6398	NPC243626
Remote Similarity	0.6393	NPC477160
Remote Similarity	0.6392	NPC10730
Remote Similarity	0.6392	NPC10875
Remote Similarity	0.639	NPC469831
Remote Similarity	0.639	NPC215747
Remote Similarity	0.639	NPC192939
Remote Similarity	0.639	NPC311936
Remote Similarity	0.6387	NPC470019
Remote Similarity	0.6386	NPC198075
Remote Similarity	0.6384	NPC195120
Remote Similarity	0.6384	NPC87560
Remote Similarity	0.6383	NPC323798
Remote Similarity	0.6381	NPC204970
Remote Similarity	0.638	NPC119722
Remote Similarity	0.638	NPC127996
Remote Similarity	0.6374	NPC301717
Remote Similarity	0.6373	NPC98416
Remote Similarity	0.6368	NPC3207
Remote Similarity	0.6368	NPC315829
Remote Similarity	0.6368	NPC73280
Remote Similarity	0.6368	NPC476444
Remote Similarity	0.6364	NPC45389
Remote Similarity	0.6364	NPC244543
Remote Similarity	0.6364	NPC303951
Remote Similarity	0.636	NPC122886
Remote Similarity	0.6359	NPC119579
Remote Similarity	0.6359	NPC475147
Remote Similarity	0.6359	NPC469829
Remote Similarity	0.6347	NPC90185
Remote Similarity	0.6344	NPC251071
Remote Similarity	0.6338	NPC472191
Remote Similarity	0.6338	NPC316282
Remote Similarity	0.6335	NPC23294
Remote Similarity	0.6333	NPC475411
Remote Similarity	0.6332	NPC471652

Drug Structure

NPD4979 OpenBabel08211706322D 39 41 0 0 1 0 0 0 0 0999 V2000 3.4641 0.0000 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 -5.1962 -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 -2.5981 -0.5000 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 -5.1962 -3.0000 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 2.5981 -0.5000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 0.8660 -1.5000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 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 -6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 14 1 0 0 0 0 7 26 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 15 1 0 0 0 0 9 16 2 0 0 0 0 10 18 2 0 0 0 0 10 19 1 0 0 0 0 11 16 1 0 0 0 0 12 14 2 0 0 0 0 12 23 1 0 0 0 0 13 4 1 6 0 0 0 13 22 1 0 0 0 0 13 27 1 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 15 30 2 0 0 0 0 16 32 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 25 1 0 0 0 0 20 28 1 0 0 0 0 21 32 1 0 0 0 0 22 29 2 3 0 0 0 22 31 1 0 0 0 0 26 33 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 27 36 1 0 0 0 0 28 37 1 0 0 0 0 28 38 1 0 0 0 0 31 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002603
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	21144069
ChEBI
CAS Number

Drug Properties

Molecular Weight	448.17
ALogP	-1.7633
MLogP	2.78
XLogP	2.545
HDA	6
HBD	4
Rotatable Bonds	15
TPSA	136.95
RO5 Violation	0