NPASS drugs

Drug Information

Drug ID:	NPD3927
Drug Name:	Befiradol
Molecular Formula:	C20H22ClF2N3O
Canonical SMILES:	Cc1ccc(nc1)CNCC1(F)CCN(CC1)C(=O)c1ccc(c(c1)Cl)F
Standard InCHI:	InChI=1S/C20H22ClF2N3O/c1-14-2-4-16(25-11-14)12-24-13-20(23)6-8-26(9-7-20)19(27)15-3-5-18(22)17(21)10-15/h2-5,10-11,24H,6-9,12-13H2,1H3
Standard InCHIKey:	PKZXLMVXBZICTF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3927

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	453
0.1-0.2	5299
0.2-0.3	11941
0.3-0.4	9308
0.4-0.5	1677
0.5-0.6	1491
0.6-0.7	668
0.7-0.8	53
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	0.7784	NPC116961
Intermediate Similarity	0.753	NPC32002
Intermediate Similarity	0.753	NPC315348
Intermediate Similarity	0.7414	NPC229055
Intermediate Similarity	0.7412	NPC467188
Intermediate Similarity	0.7399	NPC472260
Intermediate Similarity	0.7371	NPC476464
Intermediate Similarity	0.7363	NPC469529
Intermediate Similarity	0.7356	NPC251391
Intermediate Similarity	0.7305	NPC65408
Intermediate Similarity	0.7299	NPC70406
Intermediate Similarity	0.7287	NPC141612
Intermediate Similarity	0.7287	NPC135601
Intermediate Similarity	0.7287	NPC17273
Intermediate Similarity	0.7278	NPC56233
Intermediate Similarity	0.7263	NPC478182
Intermediate Similarity	0.7241	NPC313889
Intermediate Similarity	0.7234	NPC133003
Intermediate Similarity	0.7225	NPC105811
Intermediate Similarity	0.7219	NPC470205
Intermediate Similarity	0.7207	NPC478185
Intermediate Similarity	0.7204	NPC73994
Intermediate Similarity	0.7191	NPC80681
Intermediate Similarity	0.7188	NPC216550
Intermediate Similarity	0.7184	NPC123906
Intermediate Similarity	0.7182	NPC114637
Intermediate Similarity	0.7181	NPC477003
Intermediate Similarity	0.7172	NPC317701
Intermediate Similarity	0.7151	NPC11126
Intermediate Similarity	0.712	NPC161861
Intermediate Similarity	0.7119	NPC209362
Intermediate Similarity	0.7102	NPC470233
Intermediate Similarity	0.7097	NPC157583
Intermediate Similarity	0.7095	NPC293487
Intermediate Similarity	0.7095	NPC477591
Intermediate Similarity	0.709	NPC228835
Intermediate Similarity	0.709	NPC467063
Intermediate Similarity	0.7074	NPC191415
Intermediate Similarity	0.7072	NPC265100
Intermediate Similarity	0.7072	NPC478184
Intermediate Similarity	0.7053	NPC99939
Intermediate Similarity	0.7053	NPC308931
Intermediate Similarity	0.7049	NPC70949
Intermediate Similarity	0.7047	NPC476460
Intermediate Similarity	0.7035	NPC471617
Intermediate Similarity	0.7033	NPC233380
Intermediate Similarity	0.7031	NPC103119
Intermediate Similarity	0.7017	NPC194881
Intermediate Similarity	0.7005	NPC237188
Intermediate Similarity	0.7005	NPC284775
Intermediate Similarity	0.7005	NPC83774
Intermediate Similarity	0.7	NPC21429
Intermediate Similarity	0.7	NPC471312
Remote Similarity	0.6995	NPC478183
Remote Similarity	0.6995	NPC324091
Remote Similarity	0.6989	NPC102664
Remote Similarity	0.6984	NPC470677
Remote Similarity	0.6978	NPC271797
Remote Similarity	0.6978	NPC21174
Remote Similarity	0.6974	NPC326422
Remote Similarity	0.6964	NPC330326
Remote Similarity	0.6949	NPC473878
Remote Similarity	0.6947	NPC102755
Remote Similarity	0.694	NPC42372
Remote Similarity	0.6932	NPC100726
Remote Similarity	0.6931	NPC61011
Remote Similarity	0.6919	NPC34837
Remote Similarity	0.6914	NPC470440
Remote Similarity	0.6898	NPC293216
Remote Similarity	0.6891	NPC17059
Remote Similarity	0.6889	NPC74357
Remote Similarity	0.6878	NPC248462
Remote Similarity	0.6868	NPC470680
Remote Similarity	0.6868	NPC100104
Remote Similarity	0.6866	NPC472063
Remote Similarity	0.6866	NPC472062
Remote Similarity	0.6866	NPC472069
Remote Similarity	0.6856	NPC255909
Remote Similarity	0.6854	NPC471655
Remote Similarity	0.6851	NPC477887
Remote Similarity	0.6851	NPC213914
Remote Similarity	0.6848	NPC245244
Remote Similarity	0.6848	NPC146373
Remote Similarity	0.6848	NPC166424
Remote Similarity	0.6847	NPC472064
Remote Similarity	0.6842	NPC477042
Remote Similarity	0.6842	NPC16659
Remote Similarity	0.6839	NPC94752
Remote Similarity	0.6839	NPC476454
Remote Similarity	0.6831	NPC242116
Remote Similarity	0.6828	NPC32534
Remote Similarity	0.6828	NPC91895
Remote Similarity	0.6826	NPC313823
Remote Similarity	0.6823	NPC46895
Remote Similarity	0.6812	NPC6865
Remote Similarity	0.6812	NPC153980
Remote Similarity	0.6802	NPC314102
Remote Similarity	0.6802	NPC251722
Remote Similarity	0.68	NPC284338
Remote Similarity	0.6789	NPC265710
Remote Similarity	0.6788	NPC476322
Remote Similarity	0.6784	NPC167710
Remote Similarity	0.6784	NPC134657
Remote Similarity	0.6778	NPC200214
Remote Similarity	0.6768	NPC294693
Remote Similarity	0.6763	NPC72956
Remote Similarity	0.676	NPC40070
Remote Similarity	0.6754	NPC314919
Remote Similarity	0.6751	NPC272458
Remote Similarity	0.6737	NPC473380
Remote Similarity	0.6737	NPC240088
Remote Similarity	0.6734	NPC128244
Remote Similarity	0.6726	NPC89490
Remote Similarity	0.6726	NPC471589
Remote Similarity	0.6722	NPC117032
Remote Similarity	0.6722	NPC217021
Remote Similarity	0.6722	NPC470679
Remote Similarity	0.6721	NPC474492
Remote Similarity	0.672	NPC41717
Remote Similarity	0.6717	NPC304203
Remote Similarity	0.6716	NPC477004
Remote Similarity	0.6706	NPC256893
Remote Similarity	0.6702	NPC12649
Remote Similarity	0.6701	NPC473763
Remote Similarity	0.6701	NPC117244
Remote Similarity	0.67	NPC106824
Remote Similarity	0.6686	NPC325599
Remote Similarity	0.6686	NPC329896
Remote Similarity	0.6686	NPC476131
Remote Similarity	0.6686	NPC238499
Remote Similarity	0.6686	NPC475105
Remote Similarity	0.6686	NPC475090
Remote Similarity	0.6683	NPC121327
Remote Similarity	0.6683	NPC472065
Remote Similarity	0.6667	NPC472070
Remote Similarity	0.6667	NPC118084
Remote Similarity	0.6667	NPC24864
Remote Similarity	0.6667	NPC316359
Remote Similarity	0.6667	NPC315617
Remote Similarity	0.6651	NPC471194
Remote Similarity	0.6651	NPC471193
Remote Similarity	0.665	NPC102592
Remote Similarity	0.665	NPC79356
Remote Similarity	0.6649	NPC471943
Remote Similarity	0.6649	NPC64436
Remote Similarity	0.6647	NPC69914
Remote Similarity	0.6635	NPC471192
Remote Similarity	0.6634	NPC88115
Remote Similarity	0.6634	NPC237414
Remote Similarity	0.6629	NPC314372
Remote Similarity	0.6629	NPC73767
Remote Similarity	0.6629	NPC316811
Remote Similarity	0.6627	NPC46358
Remote Similarity	0.6618	NPC106757
Remote Similarity	0.6618	NPC143977
Remote Similarity	0.6612	NPC169586
Remote Similarity	0.6611	NPC321911
Remote Similarity	0.661	NPC190296
Remote Similarity	0.6608	NPC471322
Remote Similarity	0.6608	NPC101165
Remote Similarity	0.66	NPC93390
Remote Similarity	0.66	NPC202812
Remote Similarity	0.6599	NPC213629
Remote Similarity	0.6597	NPC151635
Remote Similarity	0.6595	NPC473706
Remote Similarity	0.6593	NPC281094
Remote Similarity	0.6593	NPC325903
Remote Similarity	0.6592	NPC478186
Remote Similarity	0.6591	NPC469784
Remote Similarity	0.6591	NPC469768
Remote Similarity	0.6591	NPC469780
Remote Similarity	0.6591	NPC469761
Remote Similarity	0.6591	NPC469783
Remote Similarity	0.6591	NPC469779
Remote Similarity	0.6591	NPC469767
Remote Similarity	0.659	NPC291517
Remote Similarity	0.6587	NPC27740
Remote Similarity	0.6584	NPC474916
Remote Similarity	0.6583	NPC314058
Remote Similarity	0.6583	NPC47190
Remote Similarity	0.6583	NPC316018
Remote Similarity	0.6582	NPC476527
Remote Similarity	0.6576	NPC469897
Remote Similarity	0.6575	NPC24678
Remote Similarity	0.6575	NPC105818
Remote Similarity	0.6574	NPC476817
Remote Similarity	0.6569	NPC300183
Remote Similarity	0.6567	NPC245916
Remote Similarity	0.6564	NPC297486
Remote Similarity	0.6564	NPC240136
Remote Similarity	0.6564	NPC471402
Remote Similarity	0.6562	NPC84827
Remote Similarity	0.6562	NPC14113
Remote Similarity	0.6562	NPC145885
Remote Similarity	0.6557	NPC177996
Remote Similarity	0.6557	NPC147983
Remote Similarity	0.6557	NPC470731
Remote Similarity	0.6556	NPC179787
Remote Similarity	0.6556	NPC201380
Remote Similarity	0.6556	NPC469811

Drug Structure

NPD3927 OpenBabel08211704332D 28 30 0 0 0 0 0 0 0 0999 V2000 -10.5434 -3.2259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3187 -2.0012 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 -8.3527 -1.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 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 -4.3301 -0.5000 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 -3.4641 0.0000 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 -8.8704 -3.6742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6797 -2.1907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4550 -0.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5775 -2.9671 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 -7.6456 -2.4495 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 0.0000 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 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.9895 0.6088 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.4209 -1.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.9045 -3.4154 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1280 -0.5176 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 5 2 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 18 1 0 0 0 0 6 8 1 0 0 0 0 6 20 1 0 0 0 0 7 9 1 0 0 0 0 7 20 1 0 0 0 0 8 26 1 0 0 0 0 9 26 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 14 2 0 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 12 24 1 0 0 0 0 13 20 1 0 0 0 0 13 24 1 0 0 0 0 15 19 1 0 0 0 0 16 25 2 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 26 1 0 0 0 0 19 27 2 0 0 0 0 20 23 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011239
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9865384
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.14
ALogP	0.476
MLogP	2.89
XLogP	3.99
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	45.23
RO5 Violation	0