NPASS drugs

Drug Information

Drug ID:	NPD6221
Drug Name:	Rolapitant Hydrochloride
Molecular Formula:	C25H26F6N2O2.ClH.H2O
Canonical SMILES:	OC1=N[C@]2(CC1)CC[C@@](NC2)(CO[C@@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C)c1ccccc1.O.Cl
Standard InCHI:	InChI=1S/C25H26F6N2O2.ClH.H2O/c1-16(17-11-19(24(26,27)28)13-20(12-17)25(29,30)31)35-15-23(18-5-3-2-4-6-18)10-9-22(14-32-23)8-7-21(34)33-22;;/h2-6,11-13,16,32H,7-10,14-15H2,1H3,(H,33,34);1H;1H2/t16-,22-,23-;;/m1../s1
Standard InCHIKey:	GZQWMYVDLCUBQX-WVZIYJGPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6221

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	134
0.1-0.2	908
0.2-0.3	3299
0.3-0.4	9439
0.4-0.5	12369
0.5-0.6	4129
0.6-0.7	611
0.7-0.8	1
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	0.7143	NPC24777
Remote Similarity	0.6957	NPC472103
Remote Similarity	0.6909	NPC60538
Remote Similarity	0.6909	NPC207824
Remote Similarity	0.6849	NPC101139
Remote Similarity	0.6826	NPC76213
Remote Similarity	0.6826	NPC277669
Remote Similarity	0.6784	NPC85651
Remote Similarity	0.6766	NPC274026
Remote Similarity	0.6765	NPC29647
Remote Similarity	0.6725	NPC79328
Remote Similarity	0.6711	NPC471315
Remote Similarity	0.6711	NPC471314
Remote Similarity	0.671	NPC40488
Remote Similarity	0.6708	NPC211468
Remote Similarity	0.6708	NPC170170
Remote Similarity	0.6708	NPC219233
Remote Similarity	0.6686	NPC133011
Remote Similarity	0.6686	NPC82285
Remote Similarity	0.6686	NPC59028
Remote Similarity	0.6686	NPC92191
Remote Similarity	0.6667	NPC292758
Remote Similarity	0.6667	NPC65855
Remote Similarity	0.6667	NPC130926
Remote Similarity	0.6667	NPC323123
Remote Similarity	0.6647	NPC477564
Remote Similarity	0.6647	NPC2295
Remote Similarity	0.6625	NPC478140
Remote Similarity	0.6623	NPC326232
Remote Similarity	0.6595	NPC283207
Remote Similarity	0.6591	NPC81247
Remote Similarity	0.6591	NPC195392
Remote Similarity	0.6591	NPC35627
Remote Similarity	0.6591	NPC476573
Remote Similarity	0.6579	NPC273830
Remote Similarity	0.6579	NPC316896
Remote Similarity	0.6571	NPC233650
Remote Similarity	0.6571	NPC316797
Remote Similarity	0.657	NPC170503
Remote Similarity	0.657	NPC203784
Remote Similarity	0.657	NPC126519
Remote Similarity	0.6566	NPC472100
Remote Similarity	0.6566	NPC185838
Remote Similarity	0.6549	NPC226778
Remote Similarity	0.6549	NPC147000
Remote Similarity	0.6549	NPC304761
Remote Similarity	0.6549	NPC150254
Remote Similarity	0.6538	NPC267408
Remote Similarity	0.6534	NPC134858
Remote Similarity	0.6534	NPC209377
Remote Similarity	0.6525	NPC327226
Remote Similarity	0.6519	NPC283999
Remote Similarity	0.6509	NPC473341
Remote Similarity	0.65	NPC64897
Remote Similarity	0.65	NPC90693
Remote Similarity	0.65	NPC211997
Remote Similarity	0.6497	NPC193853
Remote Similarity	0.6497	NPC56887
Remote Similarity	0.6497	NPC223077
Remote Similarity	0.6494	NPC472121
Remote Similarity	0.6488	NPC179825
Remote Similarity	0.6488	NPC191376
Remote Similarity	0.6488	NPC321505
Remote Similarity	0.6485	NPC473922
Remote Similarity	0.6467	NPC476575
Remote Similarity	0.6463	NPC189724
Remote Similarity	0.6463	NPC314682
Remote Similarity	0.6463	NPC83289
Remote Similarity	0.6463	NPC212850
Remote Similarity	0.6461	NPC210140
Remote Similarity	0.6461	NPC150879
Remote Similarity	0.6453	NPC477157
Remote Similarity	0.6453	NPC477156
Remote Similarity	0.6453	NPC315257
Remote Similarity	0.6452	NPC328267
Remote Similarity	0.645	NPC24233
Remote Similarity	0.645	NPC147390
Remote Similarity	0.645	NPC246587
Remote Similarity	0.645	NPC428
Remote Similarity	0.645	NPC476571
Remote Similarity	0.645	NPC135538
Remote Similarity	0.6444	NPC108434
Remote Similarity	0.6444	NPC134586
Remote Similarity	0.6444	NPC475215
Remote Similarity	0.6442	NPC253429
Remote Similarity	0.6441	NPC121275
Remote Similarity	0.6441	NPC284183
Remote Similarity	0.6441	NPC4138
Remote Similarity	0.6438	NPC307123
Remote Similarity	0.6438	NPC208757
Remote Similarity	0.6438	NPC97870
Remote Similarity	0.6438	NPC247018
Remote Similarity	0.6424	NPC328750
Remote Similarity	0.6424	NPC213206
Remote Similarity	0.6424	NPC188163
Remote Similarity	0.6424	NPC470925
Remote Similarity	0.6424	NPC474915
Remote Similarity	0.6416	NPC187022
Remote Similarity	0.6416	NPC80129
Remote Similarity	0.641	NPC474479
Remote Similarity	0.641	NPC325013
Remote Similarity	0.6409	NPC66341
Remote Similarity	0.6409	NPC477020
Remote Similarity	0.6409	NPC192135
Remote Similarity	0.6407	NPC247298
Remote Similarity	0.6407	NPC294249
Remote Similarity	0.6405	NPC160120
Remote Similarity	0.6405	NPC53596
Remote Similarity	0.6405	NPC17388
Remote Similarity	0.6405	NPC289330
Remote Similarity	0.6405	NPC471308
Remote Similarity	0.6404	NPC304659
Remote Similarity	0.6404	NPC86144
Remote Similarity	0.6402	NPC243162
Remote Similarity	0.6402	NPC117717
Remote Similarity	0.6402	NPC476565
Remote Similarity	0.64	NPC7393
Remote Similarity	0.6395	NPC148898
Remote Similarity	0.6392	NPC469666
Remote Similarity	0.6391	NPC476151
Remote Similarity	0.6389	NPC211551
Remote Similarity	0.6389	NPC26240
Remote Similarity	0.6389	NPC69712
Remote Similarity	0.6389	NPC476227
Remote Similarity	0.6389	NPC477562
Remote Similarity	0.6389	NPC152212
Remote Similarity	0.6384	NPC475393
Remote Similarity	0.638	NPC77992
Remote Similarity	0.6379	NPC160931
Remote Similarity	0.6379	NPC471527
Remote Similarity	0.6379	NPC235460
Remote Similarity	0.6379	NPC37205
Remote Similarity	0.6375	NPC246079
Remote Similarity	0.6364	NPC71684
Remote Similarity	0.6352	NPC471321
Remote Similarity	0.6352	NPC471306
Remote Similarity	0.6349	NPC259350
Remote Similarity	0.6349	NPC223236
Remote Similarity	0.6346	NPC217277
Remote Similarity	0.6346	NPC307020
Remote Similarity	0.6343	NPC475326
Remote Similarity	0.6341	NPC214988
Remote Similarity	0.6339	NPC476577
Remote Similarity	0.6339	NPC173416
Remote Similarity	0.6339	NPC148709
Remote Similarity	0.6337	NPC476568
Remote Similarity	0.6335	NPC302171
Remote Similarity	0.6335	NPC300020
Remote Similarity	0.6335	NPC33338
Remote Similarity	0.6333	NPC306804
Remote Similarity	0.6333	NPC66573
Remote Similarity	0.6333	NPC273755
Remote Similarity	0.6331	NPC245974
Remote Similarity	0.6328	NPC254700
Remote Similarity	0.6325	NPC204546
Remote Similarity	0.6316	NPC477565
Remote Similarity	0.6316	NPC103379
Remote Similarity	0.6316	NPC137096
Remote Similarity	0.6313	NPC46009
Remote Similarity	0.631	NPC44649
Remote Similarity	0.631	NPC116519
Remote Similarity	0.6307	NPC216816
Remote Similarity	0.6306	NPC4974
Remote Similarity	0.6303	NPC239770
Remote Similarity	0.6298	NPC109925
Remote Similarity	0.6296	NPC184437
Remote Similarity	0.6296	NPC160692
Remote Similarity	0.6296	NPC132847
Remote Similarity	0.6296	NPC267237
Remote Similarity	0.6294	NPC7817
Remote Similarity	0.6294	NPC475168
Remote Similarity	0.6292	NPC294516
Remote Similarity	0.6292	NPC278887
Remote Similarity	0.6292	NPC107938
Remote Similarity	0.6292	NPC189470
Remote Similarity	0.629	NPC275132
Remote Similarity	0.6286	NPC147091
Remote Similarity	0.6284	NPC477558
Remote Similarity	0.6279	NPC192768
Remote Similarity	0.6279	NPC151895
Remote Similarity	0.6279	NPC220858
Remote Similarity	0.6279	NPC97221
Remote Similarity	0.6279	NPC88249
Remote Similarity	0.6271	NPC27410
Remote Similarity	0.6271	NPC166014
Remote Similarity	0.627	NPC474507
Remote Similarity	0.627	NPC126284
Remote Similarity	0.6267	NPC474544
Remote Similarity	0.6267	NPC1986
Remote Similarity	0.6266	NPC318965
Remote Similarity	0.6266	NPC278097
Remote Similarity	0.6265	NPC168861
Remote Similarity	0.6264	NPC50016
Remote Similarity	0.6264	NPC233926
Remote Similarity	0.6263	NPC475754
Remote Similarity	0.6257	NPC135772
Remote Similarity	0.6257	NPC475959
Remote Similarity	0.6257	NPC156576
Remote Similarity	0.6257	NPC39103
Remote Similarity	0.6257	NPC2770

Drug Structure

NPD6221 OpenBabel08211709092D 41 42 0 0 1 0 0 0 0 0999 V2000 5.2123 -7.2419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9403 -8.8169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0310 -8.2919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8496 -8.2919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0310 -7.2419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8496 -7.2419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2528 -2.7114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0345 -3.7385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5153 -4.7576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9903 -5.6669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3937 -6.1919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3030 -4.6169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4843 -4.6169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9403 -3.8482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0310 -6.1919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2123 -6.1919 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3030 -5.6669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9403 -6.7169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4843 -5.6669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3937 -4.0919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3435 -2.1864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9903 -3.8482 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.9403 -5.6669 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5750 -6.1919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3937 -3.0419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5250 -6.1919 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.0500 -5.2826 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.5750 -7.2419 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.9187 -2.1326 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.4437 -3.0419 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.4843 -2.5169 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.4153 -4.7576 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5632 -2.8890 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.2338 -1.1422 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1216 -5.6669 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9168 2.2931 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 14.1715 -0.5250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3653 -4.7576 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0832 -0.5250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.1715 -0.5250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.1715 -0.5250 0.0000 H 0 0 0 0 0 0 0 0 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 6 2 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 7 21 1 0 0 0 0 9 10 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 17 2 0 0 0 0 11 19 1 0 0 0 0 12 17 1 0 0 0 0 12 20 2 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 22 1 0 0 0 0 14 32 1 0 0 0 0 15 35 1 0 0 0 0 16 1 1 6 0 0 0 16 17 1 0 0 0 0 16 35 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 33 2 0 0 0 0 21 34 1 0 0 0 0 22 8 1 1 0 0 0 22 33 1 0 0 0 0 23 15 1 6 0 0 0 23 32 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 25 30 1 0 0 0 0 25 31 1 0 0 0 0 32 38 1 0 0 0 0 34 39 1 0 0 0 0 37 40 1 0 0 0 0 37 41 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	500.19
ALogP	1.796
MLogP	3.11
XLogP	7.728
HDA	4
HBD	2
Rotatable Bonds	15
TPSA	53.85
RO5 Violation	1