NPASS drugs

Drug Information

Drug ID:	NPD6714
Drug Name:	Tipifarnib
Molecular Formula:	C27H22Cl2N4O
Canonical SMILES:	Clc1ccc(cc1)[C@](c1cncn1C)(c1ccc2c(c1)c(cc(=O)n2C)c1cccc(c1)Cl)N
Standard InCHI:	InChI=1S/C27H22Cl2N4O/c1-32-16-31-15-25(32)27(30,18-6-9-20(28)10-7-18)19-8-11-24-23(13-19)22(14-26(34)33(24)2)17-4-3-5-21(29)12-17/h3-16H,30H2,1-2H3/t27-/m1/s1
Standard InCHIKey:	PLHJCIYEEKOWNM-HHHXNRCGSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6714

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	662
0.1-0.2	7651
0.2-0.3	15857
0.3-0.4	3331
0.4-0.5	1816
0.5-0.6	1329
0.6-0.7	234
0.7-0.8	10
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	0.7277	NPC478182
Intermediate Similarity	0.7277	NPC478184
Intermediate Similarity	0.7196	NPC54981
Intermediate Similarity	0.712	NPC293487
Intermediate Similarity	0.7107	NPC317054
Intermediate Similarity	0.7056	NPC71238
Intermediate Similarity	0.705	NPC16659
Intermediate Similarity	0.7031	NPC477591
Intermediate Similarity	0.7026	NPC478183
Intermediate Similarity	0.7	NPC265710
Remote Similarity	0.6959	NPC478185
Remote Similarity	0.6954	NPC91895
Remote Similarity	0.6897	NPC471609
Remote Similarity	0.6875	NPC316018
Remote Similarity	0.6875	NPC314058
Remote Similarity	0.6869	NPC32534
Remote Similarity	0.6866	NPC240088
Remote Similarity	0.6866	NPC473380
Remote Similarity	0.6794	NPC316359
Remote Similarity	0.6794	NPC315617
Remote Similarity	0.6749	NPC12649
Remote Similarity	0.6743	NPC116555
Remote Similarity	0.6716	NPC314919
Remote Similarity	0.6701	NPC225018
Remote Similarity	0.6701	NPC470203
Remote Similarity	0.67	NPC116961
Remote Similarity	0.6667	NPC308931
Remote Similarity	0.6667	NPC99939
Remote Similarity	0.6652	NPC267811
Remote Similarity	0.665	NPC470204
Remote Similarity	0.665	NPC122141
Remote Similarity	0.6649	NPC478186
Remote Similarity	0.6634	NPC24864
Remote Similarity	0.6622	NPC6865
Remote Similarity	0.6622	NPC153980
Remote Similarity	0.6618	NPC21429
Remote Similarity	0.6615	NPC476219
Remote Similarity	0.661	NPC471614
Remote Similarity	0.66	NPC56233
Remote Similarity	0.6596	NPC315348
Remote Similarity	0.6596	NPC32002
Remote Similarity	0.6592	NPC282247
Remote Similarity	0.6577	NPC72956
Remote Similarity	0.6555	NPC135601
Remote Similarity	0.6555	NPC17273
Remote Similarity	0.6555	NPC141612
Remote Similarity	0.6531	NPC476297
Remote Similarity	0.6515	NPC300238
Remote Similarity	0.6513	NPC469975
Remote Similarity	0.6507	NPC476341
Remote Similarity	0.6497	NPC476464
Remote Similarity	0.6495	NPC282531
Remote Similarity	0.6481	NPC69843
Remote Similarity	0.648	NPC281094
Remote Similarity	0.648	NPC325903
Remote Similarity	0.6473	NPC471194
Remote Similarity	0.6473	NPC471193
Remote Similarity	0.6468	NPC469308
Remote Similarity	0.646	NPC471192
Remote Similarity	0.6449	NPC188821
Remote Similarity	0.6449	NPC474180
Remote Similarity	0.6429	NPC242923
Remote Similarity	0.6425	NPC11126
Remote Similarity	0.6414	NPC51054
Remote Similarity	0.6409	NPC317701
Remote Similarity	0.6408	NPC280852
Remote Similarity	0.6402	NPC314102
Remote Similarity	0.6402	NPC251722
Remote Similarity	0.6398	NPC94752
Remote Similarity	0.6392	NPC143872
Remote Similarity	0.6388	NPC177996
Remote Similarity	0.6388	NPC147983
Remote Similarity	0.6387	NPC238499
Remote Similarity	0.6381	NPC228835
Remote Similarity	0.6378	NPC40070
Remote Similarity	0.6373	NPC194411
Remote Similarity	0.6372	NPC198673
Remote Similarity	0.6364	NPC471617
Remote Similarity	0.6359	NPC201380
Remote Similarity	0.6359	NPC114209
Remote Similarity	0.6359	NPC179787
Remote Similarity	0.6359	NPC469529
Remote Similarity	0.6359	NPC470111
Remote Similarity	0.6355	NPC49217
Remote Similarity	0.635	NPC206819
Remote Similarity	0.635	NPC318065
Remote Similarity	0.634	NPC470440
Remote Similarity	0.6337	NPC317105
Remote Similarity	0.6336	NPC476817
Remote Similarity	0.6333	NPC83381
Remote Similarity	0.633	NPC168911
Remote Similarity	0.6327	NPC321911
Remote Similarity	0.6318	NPC44773
Remote Similarity	0.6318	NPC215584
Remote Similarity	0.6313	NPC200214
Remote Similarity	0.6308	NPC63545
Remote Similarity	0.6303	NPC108011
Remote Similarity	0.6303	NPC165495
Remote Similarity	0.6296	NPC325599
Remote Similarity	0.6287	NPC267078
Remote Similarity	0.6287	NPC935
Remote Similarity	0.6286	NPC307191
Remote Similarity	0.6281	NPC120070
Remote Similarity	0.628	NPC275305
Remote Similarity	0.628	NPC37423
Remote Similarity	0.6276	NPC469811
Remote Similarity	0.6261	NPC477714
Remote Similarity	0.6261	NPC474357
Remote Similarity	0.6256	NPC212213
Remote Similarity	0.6256	NPC239954
Remote Similarity	0.6245	NPC470323
Remote Similarity	0.6237	NPC20144
Remote Similarity	0.6234	NPC308906
Remote Similarity	0.623	NPC150259
Remote Similarity	0.6229	NPC156003
Remote Similarity	0.6227	NPC474318
Remote Similarity	0.6227	NPC153123
Remote Similarity	0.6227	NPC475914
Remote Similarity	0.6227	NPC268744
Remote Similarity	0.6227	NPC201266
Remote Similarity	0.6227	NPC220797
Remote Similarity	0.6223	NPC327095
Remote Similarity	0.6223	NPC312942
Remote Similarity	0.622	NPC68354
Remote Similarity	0.6219	NPC236711
Remote Similarity	0.6217	NPC238945
Remote Similarity	0.6217	NPC477715
Remote Similarity	0.6215	NPC17059
Remote Similarity	0.6214	NPC65080
Remote Similarity	0.6212	NPC53947
Remote Similarity	0.621	NPC134657
Remote Similarity	0.6209	NPC191415
Remote Similarity	0.6199	NPC13456
Remote Similarity	0.6199	NPC269203
Remote Similarity	0.6199	NPC166209
Remote Similarity	0.6199	NPC77241
Remote Similarity	0.6197	NPC40455
Remote Similarity	0.6197	NPC15102
Remote Similarity	0.6195	NPC114637
Remote Similarity	0.619	NPC176199
Remote Similarity	0.619	NPC215795
Remote Similarity	0.6188	NPC56765
Remote Similarity	0.6188	NPC135141
Remote Similarity	0.6188	NPC92796
Remote Similarity	0.6184	NPC471603
Remote Similarity	0.6182	NPC474389
Remote Similarity	0.6176	NPC271734
Remote Similarity	0.6174	NPC470731
Remote Similarity	0.6173	NPC314372
Remote Similarity	0.617	NPC19170
Remote Similarity	0.6166	NPC73767
Remote Similarity	0.6166	NPC110126
Remote Similarity	0.6165	NPC63751
Remote Similarity	0.6161	NPC473376
Remote Similarity	0.6161	NPC88110
Remote Similarity	0.6157	NPC231536
Remote Similarity	0.6157	NPC324091
Remote Similarity	0.6154	NPC190296
Remote Similarity	0.615	NPC467063
Remote Similarity	0.615	NPC477003
Remote Similarity	0.6147	NPC326422
Remote Similarity	0.6146	NPC2165
Remote Similarity	0.6146	NPC195507
Remote Similarity	0.6143	NPC14325
Remote Similarity	0.6143	NPC28848
Remote Similarity	0.6143	NPC59269
Remote Similarity	0.6142	NPC288838
Remote Similarity	0.6139	NPC216643
Remote Similarity	0.6134	NPC469783
Remote Similarity	0.6134	NPC469761
Remote Similarity	0.6134	NPC469784
Remote Similarity	0.6134	NPC469768
Remote Similarity	0.6134	NPC469767
Remote Similarity	0.6134	NPC469779
Remote Similarity	0.6134	NPC469780
Remote Similarity	0.6133	NPC471191
Remote Similarity	0.6131	NPC24678
Remote Similarity	0.6131	NPC105818
Remote Similarity	0.6129	NPC476460
Remote Similarity	0.6127	NPC194881
Remote Similarity	0.6124	NPC471579
Remote Similarity	0.6124	NPC469938
Remote Similarity	0.6121	NPC133003
Remote Similarity	0.6119	NPC294693
Remote Similarity	0.6114	NPC169433
Remote Similarity	0.6114	NPC248462
Remote Similarity	0.6111	NPC213629
Remote Similarity	0.6109	NPC265576
Remote Similarity	0.6108	NPC41257
Remote Similarity	0.6106	NPC82331
Remote Similarity	0.6104	NPC470732
Remote Similarity	0.6103	NPC277157
Remote Similarity	0.6103	NPC102755
Remote Similarity	0.6103	NPC469766
Remote Similarity	0.61	NPC158055
Remote Similarity	0.6098	NPC194640
Remote Similarity	0.6098	NPC90723
Remote Similarity	0.6092	NPC297862
Remote Similarity	0.6091	NPC204141
Remote Similarity	0.6089	NPC115049

Drug Structure

NPD6714 OpenBabel08211710072D 36 40 0 0 1 0 0 0 0 0999 V2000 4.4464 4.5499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 4.3902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 3.4146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.8780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9162 2.7961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3796 3.6410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5347 0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4284 3.6410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8918 4.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6898 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8449 3.4146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6898 1.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8449 1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9607 2.5300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1257 4.0999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8918 2.7961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5347 1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9162 4.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8449 4.3902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0694 2.9268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8449 0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3796 1.9512 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4284 5.3308 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.6898 4.8780 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.8674 1.1063 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.6135 3.2550 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1714 3.8971 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6898 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3796 0.2614 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8430 1.1063 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 33 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 17 1 0 0 0 0 5 21 2 0 0 0 0 6 9 1 0 0 0 0 6 18 2 0 0 0 0 7 10 2 0 0 0 0 7 18 1 0 0 0 0 8 11 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 24 1 0 0 0 0 12 17 2 0 0 0 0 12 21 1 0 0 0 0 13 19 2 0 0 0 0 13 23 1 0 0 0 0 14 22 2 0 0 0 0 14 26 1 0 0 0 0 15 25 2 0 0 0 0 15 31 1 0 0 0 0 16 31 2 0 0 0 0 16 32 1 0 0 0 0 17 22 1 0 0 0 0 18 27 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 23 1 0 0 0 0 23 24 2 0 0 0 0 24 33 1 0 0 0 0 25 27 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 26 34 2 0 0 0 0 27 30 1 1 0 0 0 30 35 1 0 0 0 0 30 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001449; DCL000266
DrugBank	DB04960
ChEMBL	CHEMBL289228
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	159324
ChEBI
CAS Number	192185-72-1

Drug Properties

Molecular Weight	488.12
ALogP	0.2023
MLogP	3.66
XLogP	5.686
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	64.15
RO5 Violation	1