NPASS drugs

Drug Information

Drug ID:	NPD4937
Drug Name:	Cinacalcet
Molecular Formula:	C22H22F3N
Canonical SMILES:	C[C@H](c1cccc2c1cccc2)NCCCc1cccc(c1)C(F)(F)F
Standard InCHI:	InChI=1S/C22H22F3N/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26-14-6-8-17-7-4-11-19(15-17)22(23,24)25/h2-5,7,9-13,15-16,26H,6,8,14H2,1H3/t16-/m1/s1
Standard InCHIKey:	VDHAWDNDOKGFTD-MRXNPFEDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4937

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	389
0.1-0.2	2385
0.2-0.3	9410
0.3-0.4	12757
0.4-0.5	4746
0.5-0.6	1059
0.6-0.7	120
0.7-0.8	20
0.8-0.85	3
0.85-0.9	1
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
High Similarity	0.8776	NPC329430
Intermediate Similarity	0.8283	NPC470926
Intermediate Similarity	0.8269	NPC239854
Intermediate Similarity	0.8125	NPC169016
Intermediate Similarity	0.7959	NPC258046
Intermediate Similarity	0.7755	NPC133162
Intermediate Similarity	0.7653	NPC119677
Intermediate Similarity	0.7525	NPC60408
Intermediate Similarity	0.75	NPC12857
Intermediate Similarity	0.7475	NPC104070
Intermediate Similarity	0.7458	NPC320656
Intermediate Similarity	0.7396	NPC325662
Intermediate Similarity	0.7396	NPC98269
Intermediate Similarity	0.7387	NPC474695
Intermediate Similarity	0.7292	NPC139658
Intermediate Similarity	0.7264	NPC469330
Intermediate Similarity	0.7257	NPC434
Intermediate Similarity	0.7257	NPC79618
Intermediate Similarity	0.7113	NPC271642
Intermediate Similarity	0.7083	NPC113000
Intermediate Similarity	0.7083	NPC112609
Intermediate Similarity	0.7083	NPC122327
Intermediate Similarity	0.7041	NPC290638
Intermediate Similarity	0.701	NPC98976
Remote Similarity	0.6992	NPC475915
Remote Similarity	0.6944	NPC322040
Remote Similarity	0.6931	NPC231986
Remote Similarity	0.6881	NPC108339
Remote Similarity	0.6875	NPC474582
Remote Similarity	0.6837	NPC276699
Remote Similarity	0.6837	NPC307195
Remote Similarity	0.6832	NPC315216
Remote Similarity	0.6818	NPC471319
Remote Similarity	0.6818	NPC471320
Remote Similarity	0.6814	NPC291610
Remote Similarity	0.6771	NPC219246
Remote Similarity	0.6771	NPC229235
Remote Similarity	0.6735	NPC258492
Remote Similarity	0.6735	NPC96835
Remote Similarity	0.6733	NPC159661
Remote Similarity	0.6729	NPC176858
Remote Similarity	0.6697	NPC108800
Remote Similarity	0.6667	NPC139416
Remote Similarity	0.6667	NPC191444
Remote Similarity	0.6667	NPC246822
Remote Similarity	0.6667	NPC213570
Remote Similarity	0.6641	NPC126458
Remote Similarity	0.6634	NPC66270
Remote Similarity	0.6634	NPC255345
Remote Similarity	0.6634	NPC245896
Remote Similarity	0.6598	NPC72670
Remote Similarity	0.6585	NPC313673
Remote Similarity	0.6535	NPC3190
Remote Similarity	0.6535	NPC249018
Remote Similarity	0.6531	NPC39799
Remote Similarity	0.6531	NPC226999
Remote Similarity	0.6531	NPC280135
Remote Similarity	0.6531	NPC1008
Remote Similarity	0.6531	NPC87099
Remote Similarity	0.6531	NPC193578
Remote Similarity	0.6531	NPC158028
Remote Similarity	0.6531	NPC135433
Remote Similarity	0.6505	NPC50063
Remote Similarity	0.6465	NPC54269
Remote Similarity	0.6462	NPC252794
Remote Similarity	0.6429	NPC251490
Remote Similarity	0.6364	NPC40488
Remote Similarity	0.6333	NPC302790
Remote Similarity	0.633	NPC30445
Remote Similarity	0.633	NPC111233
Remote Similarity	0.6328	NPC314192
Remote Similarity	0.63	NPC1901
Remote Similarity	0.629	NPC246904
Remote Similarity	0.6288	NPC145754
Remote Similarity	0.627	NPC313449
Remote Similarity	0.626	NPC79698
Remote Similarity	0.625	NPC291066
Remote Similarity	0.6239	NPC473031
Remote Similarity	0.6238	NPC299134
Remote Similarity	0.6218	NPC473418
Remote Similarity	0.6218	NPC167336
Remote Similarity	0.6202	NPC273830
Remote Similarity	0.6198	NPC77294
Remote Similarity	0.6195	NPC7067
Remote Similarity	0.6195	NPC471309
Remote Similarity	0.6167	NPC473498
Remote Similarity	0.6147	NPC203076
Remote Similarity	0.6146	NPC113670
Remote Similarity	0.6143	NPC170170
Remote Similarity	0.6143	NPC219233
Remote Similarity	0.6143	NPC211468
Remote Similarity	0.6139	NPC244738
Remote Similarity	0.6133	NPC29647
Remote Similarity	0.6126	NPC470877
Remote Similarity	0.6122	NPC6107
Remote Similarity	0.6122	NPC267443
Remote Similarity	0.6119	NPC328590
Remote Similarity	0.6117	NPC110264
Remote Similarity	0.6111	NPC101139
Remote Similarity	0.6111	NPC473573
Remote Similarity	0.6103	NPC473962
Remote Similarity	0.61	NPC263385
Remote Similarity	0.6099	NPC323123
Remote Similarity	0.6094	NPC264580
Remote Similarity	0.6093	NPC79328
Remote Similarity	0.609	NPC119326
Remote Similarity	0.6084	NPC311330
Remote Similarity	0.6082	NPC155172
Remote Similarity	0.6082	NPC32312
Remote Similarity	0.608	NPC187036
Remote Similarity	0.6071	NPC159178
Remote Similarity	0.6071	NPC141139
Remote Similarity	0.6071	NPC121872
Remote Similarity	0.6071	NPC78041
Remote Similarity	0.6071	NPC209764
Remote Similarity	0.6071	NPC471307
Remote Similarity	0.6071	NPC74936
Remote Similarity	0.6058	NPC475450
Remote Similarity	0.6058	NPC149379
Remote Similarity	0.6056	NPC470925
Remote Similarity	0.6055	NPC229477
Remote Similarity	0.6053	NPC7393
Remote Similarity	0.6043	NPC478140
Remote Similarity	0.6042	NPC313850
Remote Similarity	0.6042	NPC22786
Remote Similarity	0.6042	NPC71009
Remote Similarity	0.6034	NPC311242
Remote Similarity	0.6026	NPC126519
Remote Similarity	0.6026	NPC203784
Remote Similarity	0.6026	NPC170503
Remote Similarity	0.602	NPC289915
Remote Similarity	0.602	NPC113837
Remote Similarity	0.6019	NPC474088
Remote Similarity	0.6019	NPC134825
Remote Similarity	0.6016	NPC65855
Remote Similarity	0.6016	NPC24777
Remote Similarity	0.6016	NPC192209
Remote Similarity	0.6016	NPC292758
Remote Similarity	0.6014	NPC473930
Remote Similarity	0.6	NPC150254
Remote Similarity	0.6	NPC147000
Remote Similarity	0.6	NPC226778
Remote Similarity	0.6	NPC275467
Remote Similarity	0.6	NPC304761
Remote Similarity	0.5986	NPC312092
Remote Similarity	0.5979	NPC45756
Remote Similarity	0.5965	NPC473661
Remote Similarity	0.5954	NPC71684
Remote Similarity	0.595	NPC67043
Remote Similarity	0.5946	NPC305602
Remote Similarity	0.5946	NPC206592
Remote Similarity	0.5946	NPC33421
Remote Similarity	0.5946	NPC17497
Remote Similarity	0.594	NPC217277
Remote Similarity	0.594	NPC192533
Remote Similarity	0.5938	NPC238023
Remote Similarity	0.5938	NPC310758
Remote Similarity	0.5938	NPC210849
Remote Similarity	0.5938	NPC150196
Remote Similarity	0.5938	NPC246588
Remote Similarity	0.5921	NPC41257
Remote Similarity	0.5918	NPC109787
Remote Similarity	0.5918	NPC144863
Remote Similarity	0.5918	NPC95075
Remote Similarity	0.5918	NPC253883
Remote Similarity	0.5918	NPC90844
Remote Similarity	0.5913	NPC291070
Remote Similarity	0.5913	NPC246757
Remote Similarity	0.5912	NPC473587
Remote Similarity	0.5897	NPC209377
Remote Similarity	0.589	NPC264589
Remote Similarity	0.587	NPC475428
Remote Similarity	0.586	NPC193853
Remote Similarity	0.586	NPC195392
Remote Similarity	0.586	NPC223077
Remote Similarity	0.586	NPC56887
Remote Similarity	0.5859	NPC288232
Remote Similarity	0.5842	NPC200936
Remote Similarity	0.5842	NPC473206
Remote Similarity	0.5841	NPC298115
Remote Similarity	0.584	NPC319579
Remote Similarity	0.5839	NPC219162
Remote Similarity	0.5839	NPC473417
Remote Similarity	0.5839	NPC60538
Remote Similarity	0.5839	NPC207824
Remote Similarity	0.5839	NPC473762
Remote Similarity	0.5839	NPC92541
Remote Similarity	0.5833	NPC327226
Remote Similarity	0.5833	NPC316896
Remote Similarity	0.5833	NPC147062
Remote Similarity	0.5827	NPC179365
Remote Similarity	0.5827	NPC296163
Remote Similarity	0.5821	NPC328267
Remote Similarity	0.582	NPC476198
Remote Similarity	0.5817	NPC318065
Remote Similarity	0.5817	NPC56765
Remote Similarity	0.5817	NPC206819
Remote Similarity	0.5804	NPC262295
Remote Similarity	0.5798	NPC323726
Remote Similarity	0.5797	NPC259665

Drug Structure

NPD4937 OpenBabel08211706322D 27 29 0 0 1 0 0 0 0 0999 V2000 -1.7321 -1.0000 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 -6.0622 3.5000 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 -3.4641 2.0000 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 -4.3301 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 -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 -6.0622 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 2 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2942 0.6340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.2942 0.6340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 9 1 0 0 0 0 3 12 1 0 0 0 0 4 7 2 0 0 0 0 4 11 1 0 0 0 0 5 10 2 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 14 1 0 0 0 0 7 17 1 0 0 0 0 8 17 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 19 2 0 0 0 0 12 21 2 0 0 0 0 13 20 2 0 0 0 0 14 26 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 1 1 1 0 0 0 16 20 1 0 0 0 0 16 26 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 20 21 1 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 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000196; DAP000256
DrugBank	DB01012
ChEMBL	CHEMBL1201284
IUPHAR/BPS	3308
PharmaGKB	PA164776671
KEGG Drug
PubChem CID	156419
ChEBI	48390
CAS Number	226256-56-0

Drug Properties

Molecular Weight	357.17
ALogP	0.4646
MLogP	3.44
XLogP	9.806
HDA	1
HBD	1
Rotatable Bonds	11
TPSA	12.03
RO5 Violation	1