NPASS drugs

Drug Information

Drug ID:	NPD4939
Drug Name:
Molecular Formula:	C22H22FN3O2
Canonical SMILES:	Fc1ccc(cc1)[C@H]1C[C@H]2[C@@H]1CN(C2)CCn1c(O)nc2c(c1=O)cccc2
Standard InCHI:	InChI=1S/C22H22FN3O2/c23-16-7-5-14(6-8-16)18-11-15-12-25(13-19(15)18)9-10-26-21(27)17-3-1-2-4-20(17)24-22(26)28/h1-8,15,18-19H,9-13H2,(H,24,28)/t15-,18-,19+/m1/s1
Standard InCHIKey:	XLJWJFKYRFPJSD-LZQZEXGQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4939

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	222
0.1-0.2	1728
0.2-0.3	8619
0.3-0.4	13062
0.4-0.5	5245
0.5-0.6	1673
0.6-0.7	293
0.7-0.8	44
0.8-0.85	4
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	0.838	NPC207428
Intermediate Similarity	0.8108	NPC207554
Intermediate Similarity	0.8082	NPC300299
Intermediate Similarity	0.8026	NPC324445
Intermediate Similarity	0.7962	NPC84317
Intermediate Similarity	0.7919	NPC83214
Intermediate Similarity	0.7862	NPC154478
Intermediate Similarity	0.761	NPC295021
Intermediate Similarity	0.7546	NPC88970
Intermediate Similarity	0.7515	NPC474081
Intermediate Similarity	0.75	NPC113056
Intermediate Similarity	0.75	NPC122553
Intermediate Similarity	0.75	NPC138293
Intermediate Similarity	0.7486	NPC471196
Intermediate Similarity	0.7486	NPC471195
Intermediate Similarity	0.7471	NPC475761
Intermediate Similarity	0.7468	NPC2823
Intermediate Similarity	0.7468	NPC471164
Intermediate Similarity	0.7456	NPC475607
Intermediate Similarity	0.7455	NPC471130
Intermediate Similarity	0.7431	NPC257490
Intermediate Similarity	0.743	NPC472541
Intermediate Similarity	0.743	NPC472542
Intermediate Similarity	0.7417	NPC162417
Intermediate Similarity	0.7417	NPC316104
Intermediate Similarity	0.7399	NPC21429
Intermediate Similarity	0.7396	NPC475594
Intermediate Similarity	0.7374	NPC472539
Intermediate Similarity	0.7374	NPC470787
Intermediate Similarity	0.7374	NPC472540
Intermediate Similarity	0.7368	NPC474041
Intermediate Similarity	0.7355	NPC471574
Intermediate Similarity	0.7333	NPC471199
Intermediate Similarity	0.7329	NPC117032
Intermediate Similarity	0.7292	NPC177684
Intermediate Similarity	0.7292	NPC291962
Intermediate Similarity	0.7278	NPC355
Intermediate Similarity	0.7253	NPC106118
Intermediate Similarity	0.7241	NPC161956
Intermediate Similarity	0.7241	NPC112373
Intermediate Similarity	0.7241	NPC258531
Intermediate Similarity	0.7215	NPC136002
Intermediate Similarity	0.7097	NPC295548
Intermediate Similarity	0.7074	NPC472538
Intermediate Similarity	0.7048	NPC104345
Intermediate Similarity	0.7029	NPC88110
Intermediate Similarity	0.7027	NPC39818
Intermediate Similarity	0.7021	NPC225400
Remote Similarity	0.6994	NPC470548
Remote Similarity	0.6984	NPC470786
Remote Similarity	0.6984	NPC471155
Remote Similarity	0.6983	NPC473815
Remote Similarity	0.6982	NPC189116
Remote Similarity	0.6974	NPC209389
Remote Similarity	0.6962	NPC130251
Remote Similarity	0.6947	NPC270241
Remote Similarity	0.694	NPC198401
Remote Similarity	0.6931	NPC471191
Remote Similarity	0.6918	NPC186284
Remote Similarity	0.6918	NPC301760
Remote Similarity	0.6918	NPC22082
Remote Similarity	0.6899	NPC469560
Remote Similarity	0.6892	NPC179605
Remote Similarity	0.6892	NPC279385
Remote Similarity	0.6883	NPC316746
Remote Similarity	0.6879	NPC318183
Remote Similarity	0.6872	NPC133003
Remote Similarity	0.6867	NPC254698
Remote Similarity	0.6855	NPC315051
Remote Similarity	0.6846	NPC103292
Remote Similarity	0.6839	NPC72956
Remote Similarity	0.6833	NPC135601
Remote Similarity	0.6833	NPC141612
Remote Similarity	0.6833	NPC17273
Remote Similarity	0.6824	NPC226143
Remote Similarity	0.6821	NPC472118
Remote Similarity	0.6804	NPC6865
Remote Similarity	0.6804	NPC153980
Remote Similarity	0.68	NPC268534
Remote Similarity	0.6772	NPC471123
Remote Similarity	0.6771	NPC285192
Remote Similarity	0.6763	NPC63047
Remote Similarity	0.6763	NPC475248
Remote Similarity	0.6761	NPC164802
Remote Similarity	0.6758	NPC18890
Remote Similarity	0.6757	NPC220698
Remote Similarity	0.6753	NPC150863
Remote Similarity	0.6747	NPC66936
Remote Similarity	0.6747	NPC154602
Remote Similarity	0.6742	NPC475685
Remote Similarity	0.674	NPC150308
Remote Similarity	0.6725	NPC472117
Remote Similarity	0.6718	NPC471194
Remote Similarity	0.6718	NPC471193
Remote Similarity	0.6717	NPC248601
Remote Similarity	0.671	NPC187231
Remote Similarity	0.6707	NPC285381
Remote Similarity	0.6705	NPC469529
Remote Similarity	0.6701	NPC471192
Remote Similarity	0.6685	NPC92803
Remote Similarity	0.6667	NPC244425
Remote Similarity	0.6667	NPC15384
Remote Similarity	0.6648	NPC286994
Remote Similarity	0.6645	NPC328683
Remote Similarity	0.6645	NPC283130
Remote Similarity	0.6627	NPC300596
Remote Similarity	0.6627	NPC237649
Remote Similarity	0.6626	NPC469537
Remote Similarity	0.6624	NPC53044
Remote Similarity	0.6624	NPC40364
Remote Similarity	0.6623	NPC322433
Remote Similarity	0.6603	NPC472245
Remote Similarity	0.6603	NPC280807
Remote Similarity	0.6603	NPC314431
Remote Similarity	0.6593	NPC476341
Remote Similarity	0.6592	NPC475094
Remote Similarity	0.6587	NPC144691
Remote Similarity	0.6585	NPC470822
Remote Similarity	0.6583	NPC471197
Remote Similarity	0.6575	NPC470205
Remote Similarity	0.657	NPC27904
Remote Similarity	0.657	NPC68650
Remote Similarity	0.6558	NPC470343
Remote Similarity	0.6558	NPC79698
Remote Similarity	0.6558	NPC472244
Remote Similarity	0.6554	NPC177261
Remote Similarity	0.6554	NPC288232
Remote Similarity	0.655	NPC222029
Remote Similarity	0.655	NPC471198
Remote Similarity	0.6548	NPC243756
Remote Similarity	0.6546	NPC16249
Remote Similarity	0.6545	NPC471944
Remote Similarity	0.6541	NPC324091
Remote Similarity	0.6536	NPC14849
Remote Similarity	0.6534	NPC471943
Remote Similarity	0.6532	NPC472120
Remote Similarity	0.6532	NPC472101
Remote Similarity	0.6519	NPC473962
Remote Similarity	0.6517	NPC328611
Remote Similarity	0.6514	NPC114637
Remote Similarity	0.6514	NPC279527
Remote Similarity	0.6514	NPC214960
Remote Similarity	0.6512	NPC276085
Remote Similarity	0.6509	NPC122106
Remote Similarity	0.6503	NPC470301
Remote Similarity	0.65	NPC182057
Remote Similarity	0.65	NPC147298
Remote Similarity	0.65	NPC131450
Remote Similarity	0.6497	NPC194562
Remote Similarity	0.6497	NPC292265
Remote Similarity	0.6494	NPC192533
Remote Similarity	0.6474	NPC309531
Remote Similarity	0.6474	NPC472102
Remote Similarity	0.6471	NPC281094
Remote Similarity	0.6467	NPC254798
Remote Similarity	0.6467	NPC192209
Remote Similarity	0.6458	NPC55529
Remote Similarity	0.6458	NPC172170
Remote Similarity	0.6457	NPC472106
Remote Similarity	0.6453	NPC113946
Remote Similarity	0.6422	NPC220851
Remote Similarity	0.6407	NPC470579
Remote Similarity	0.6402	NPC316202
Remote Similarity	0.64	NPC285926
Remote Similarity	0.64	NPC315276
Remote Similarity	0.64	NPC14672
Remote Similarity	0.6392	NPC226662
Remote Similarity	0.6391	NPC473329
Remote Similarity	0.6369	NPC476950
Remote Similarity	0.6364	NPC238499
Remote Similarity	0.6359	NPC477003
Remote Similarity	0.6352	NPC126458
Remote Similarity	0.6343	NPC476231
Remote Similarity	0.634	NPC27833
Remote Similarity	0.6337	NPC114808
Remote Similarity	0.6333	NPC248862
Remote Similarity	0.6325	NPC478040
Remote Similarity	0.6325	NPC314287
Remote Similarity	0.6324	NPC307396
Remote Similarity	0.6322	NPC36495
Remote Similarity	0.6319	NPC473418
Remote Similarity	0.6319	NPC167336
Remote Similarity	0.6312	NPC325479
Remote Similarity	0.6299	NPC475915
Remote Similarity	0.6298	NPC471743
Remote Similarity	0.6286	NPC474058
Remote Similarity	0.6286	NPC315368
Remote Similarity	0.6284	NPC91179
Remote Similarity	0.6284	NPC73994
Remote Similarity	0.6279	NPC471132
Remote Similarity	0.627	NPC228835
Remote Similarity	0.6266	NPC58827
Remote Similarity	0.6266	NPC72473
Remote Similarity	0.6266	NPC307437
Remote Similarity	0.6264	NPC28848
Remote Similarity	0.6264	NPC14325
Remote Similarity	0.6264	NPC123241
Remote Similarity	0.6259	NPC256452
Remote Similarity	0.625	NPC469741
Remote Similarity	0.625	NPC293458

Drug Structure

NPD4939 OpenBabel08211706322D 29 33 0 0 1 0 0 0 0 0999 V2000 -7.0388 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0388 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0388 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4483 2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 1.3660 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 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1213 3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0388 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5388 2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8284 3.8284 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.5388 2.2321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 1.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 -0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 3.0981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 20 2 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 25 1 0 0 0 0 10 26 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 25 1 0 0 0 0 13 25 1 0 0 0 0 15 11 1 6 0 0 0 15 19 1 0 0 0 0 16 23 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 18 14 1 1 0 0 0 18 19 1 0 0 0 0 19 13 1 6 0 0 0 20 24 1 0 0 0 0 21 26 1 0 0 0 0 21 27 2 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 22 28 1 0 0 0 0 28 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000019
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	184841
ChEBI
CAS Number

Drug Properties

Molecular Weight	379.17
ALogP	-0.2428
MLogP	3.22
XLogP	4.741
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	56.14
RO5 Violation	0