NPASS drugs

Drug Information

Drug ID:	NPD6469
Drug Name:	Linsitinib
Molecular Formula:	C26H23N5O
Canonical SMILES:	N=c1[nH]ccn2c1c(nc2[C@@H]1C[C@](C1)(C)O)c1ccc2c(c1)nc(cc2)c1ccccc1
Standard InCHI:	InChI=1S/C26H23N5O/c1-26(32)14-19(15-26)25-30-22(23-24(27)28-11-12-31(23)25)18-8-7-17-9-10-20(29-21(17)13-18)16-5-3-2-4-6-16/h2-13,19,32H,14-15H2,1H3,(H2,27,28)/t19-,26+
Standard InCHIKey:	PKCDDUHJAFVJJB-VLZXCDOPSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6469

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	471
0.1-0.2	4486
0.2-0.3	16914
0.3-0.4	5022
0.4-0.5	1834
0.5-0.6	1399
0.6-0.7	734
0.7-0.8	30
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	0.7892	NPC317054
Intermediate Similarity	0.7765	NPC476219
Intermediate Similarity	0.7667	NPC476297
Intermediate Similarity	0.7554	NPC225018
Intermediate Similarity	0.7459	NPC470203
Intermediate Similarity	0.7405	NPC122141
Intermediate Similarity	0.7405	NPC470204
Intermediate Similarity	0.7368	NPC471603
Intermediate Similarity	0.7304	NPC469308
Intermediate Similarity	0.7293	NPC114209
Intermediate Similarity	0.7182	NPC204141
Intermediate Similarity	0.7177	NPC116555
Intermediate Similarity	0.7174	NPC469975
Intermediate Similarity	0.7157	NPC265576
Intermediate Similarity	0.7143	NPC478182
Intermediate Similarity	0.7143	NPC478184
Intermediate Similarity	0.7135	NPC325903
Intermediate Similarity	0.7121	NPC476341
Intermediate Similarity	0.7097	NPC120070
Intermediate Similarity	0.7083	NPC194411
Intermediate Similarity	0.7074	NPC475990
Intermediate Similarity	0.7072	NPC20144
Intermediate Similarity	0.7071	NPC108011
Intermediate Similarity	0.707	NPC267811
Intermediate Similarity	0.7056	NPC115611
Intermediate Similarity	0.7035	NPC15102
Intermediate Similarity	0.7032	NPC130570
Intermediate Similarity	0.7026	NPC280852
Intermediate Similarity	0.7011	NPC470111
Intermediate Similarity	0.7009	NPC282247
Remote Similarity	0.699	NPC326575
Remote Similarity	0.6985	NPC472294
Remote Similarity	0.6984	NPC300238
Remote Similarity	0.6984	NPC293487
Remote Similarity	0.6983	NPC125746
Remote Similarity	0.6974	NPC37423
Remote Similarity	0.6974	NPC275305
Remote Similarity	0.6973	NPC321911
Remote Similarity	0.697	NPC307191
Remote Similarity	0.6963	NPC317105
Remote Similarity	0.6961	NPC284635
Remote Similarity	0.6957	NPC478186
Remote Similarity	0.6954	NPC176199
Remote Similarity	0.6954	NPC215795
Remote Similarity	0.6951	NPC69843
Remote Similarity	0.6947	NPC229173
Remote Similarity	0.6943	NPC39092
Remote Similarity	0.6935	NPC472109
Remote Similarity	0.6935	NPC472110
Remote Similarity	0.6934	NPC71238
Remote Similarity	0.6927	NPC195507
Remote Similarity	0.6927	NPC2165
Remote Similarity	0.6919	NPC469811
Remote Similarity	0.6919	NPC179787
Remote Similarity	0.6919	NPC201380
Remote Similarity	0.6919	NPC475288
Remote Similarity	0.6916	NPC54981
Remote Similarity	0.6904	NPC59269
Remote Similarity	0.6904	NPC68354
Remote Similarity	0.69	NPC21429
Remote Similarity	0.6895	NPC474880
Remote Similarity	0.6895	NPC221786
Remote Similarity	0.6895	NPC56765
Remote Similarity	0.6895	NPC206819
Remote Similarity	0.6895	NPC318065
Remote Similarity	0.6891	NPC49217
Remote Similarity	0.6891	NPC478183
Remote Similarity	0.6884	NPC477891
Remote Similarity	0.6865	NPC143872
Remote Similarity	0.6865	NPC63545
Remote Similarity	0.6859	NPC215584
Remote Similarity	0.6859	NPC44773
Remote Similarity	0.6856	NPC63751
Remote Similarity	0.6856	NPC317430
Remote Similarity	0.6845	NPC33421
Remote Similarity	0.6845	NPC40070
Remote Similarity	0.6837	NPC208060
Remote Similarity	0.6837	NPC472123
Remote Similarity	0.6834	NPC16659
Remote Similarity	0.6829	NPC324149
Remote Similarity	0.6828	NPC158055
Remote Similarity	0.6823	NPC478185
Remote Similarity	0.6821	NPC91895
Remote Similarity	0.6814	NPC95783
Remote Similarity	0.6811	NPC314372
Remote Similarity	0.6808	NPC166492
Remote Similarity	0.6808	NPC473362
Remote Similarity	0.6806	NPC92796
Remote Similarity	0.6806	NPC135141
Remote Similarity	0.6804	NPC474561
Remote Similarity	0.6804	NPC49954
Remote Similarity	0.6802	NPC329688
Remote Similarity	0.6802	NPC189812
Remote Similarity	0.6792	NPC475070
Remote Similarity	0.6791	NPC282531
Remote Similarity	0.6789	NPC51054
Remote Similarity	0.6786	NPC476688
Remote Similarity	0.6786	NPC105758
Remote Similarity	0.6786	NPC476686
Remote Similarity	0.6784	NPC265710
Remote Similarity	0.6778	NPC198988
Remote Similarity	0.6776	NPC59084
Remote Similarity	0.6772	NPC469760
Remote Similarity	0.6772	NPC25008
Remote Similarity	0.6772	NPC469786
Remote Similarity	0.6772	NPC73952
Remote Similarity	0.6772	NPC259644
Remote Similarity	0.6772	NPC469763
Remote Similarity	0.6772	NPC469765
Remote Similarity	0.6771	NPC255229
Remote Similarity	0.6771	NPC81229
Remote Similarity	0.6768	NPC472122
Remote Similarity	0.6768	NPC24594
Remote Similarity	0.6766	NPC19679
Remote Similarity	0.6765	NPC472289
Remote Similarity	0.6755	NPC53947
Remote Similarity	0.6754	NPC236711
Remote Similarity	0.675	NPC24864
Remote Similarity	0.6749	NPC141612
Remote Similarity	0.6749	NPC17273
Remote Similarity	0.6749	NPC135601
Remote Similarity	0.674	NPC216159
Remote Similarity	0.674	NPC325252
Remote Similarity	0.6739	NPC63157
Remote Similarity	0.6739	NPC473868
Remote Similarity	0.6737	NPC70922
Remote Similarity	0.6737	NPC80597
Remote Similarity	0.6737	NPC212376
Remote Similarity	0.6737	NPC75540
Remote Similarity	0.6737	NPC211572
Remote Similarity	0.6735	NPC474897
Remote Similarity	0.6735	NPC32534
Remote Similarity	0.6734	NPC473380
Remote Similarity	0.6734	NPC240088
Remote Similarity	0.6728	NPC6865
Remote Similarity	0.6728	NPC153980
Remote Similarity	0.6724	NPC171393
Remote Similarity	0.6724	NPC295452
Remote Similarity	0.6721	NPC88097
Remote Similarity	0.6721	NPC104483
Remote Similarity	0.672	NPC470440
Remote Similarity	0.6716	NPC144114
Remote Similarity	0.6703	NPC190296
Remote Similarity	0.6702	NPC37548
Remote Similarity	0.6702	NPC288445
Remote Similarity	0.6701	NPC247987
Remote Similarity	0.6701	NPC21174
Remote Similarity	0.6701	NPC271797
Remote Similarity	0.6701	NPC90723
Remote Similarity	0.67	NPC133261
Remote Similarity	0.67	NPC12649
Remote Similarity	0.6698	NPC87755
Remote Similarity	0.6696	NPC313884
Remote Similarity	0.6696	NPC98371
Remote Similarity	0.6695	NPC472066
Remote Similarity	0.6695	NPC472067
Remote Similarity	0.6695	NPC472031
Remote Similarity	0.6684	NPC278874
Remote Similarity	0.6683	NPC472108
Remote Similarity	0.6683	NPC474958
Remote Similarity	0.6683	NPC471609
Remote Similarity	0.6683	NPC139291
Remote Similarity	0.6682	NPC72956
Remote Similarity	0.6667	NPC477166
Remote Similarity	0.6667	NPC935
Remote Similarity	0.6667	NPC267078
Remote Similarity	0.6667	NPC472105
Remote Similarity	0.6667	NPC304187
Remote Similarity	0.6667	NPC286427
Remote Similarity	0.6667	NPC105818
Remote Similarity	0.6667	NPC473342
Remote Similarity	0.6667	NPC94752
Remote Similarity	0.6667	NPC24678
Remote Similarity	0.6667	NPC187827
Remote Similarity	0.6667	NPC129721
Remote Similarity	0.6667	NPC477167
Remote Similarity	0.6667	NPC2497
Remote Similarity	0.665	NPC231536
Remote Similarity	0.665	NPC467063
Remote Similarity	0.665	NPC151939
Remote Similarity	0.665	NPC228835
Remote Similarity	0.6649	NPC282231
Remote Similarity	0.6649	NPC21605
Remote Similarity	0.6638	NPC474357
Remote Similarity	0.6636	NPC251936
Remote Similarity	0.6636	NPC475422
Remote Similarity	0.6634	NPC254762
Remote Similarity	0.6633	NPC160105
Remote Similarity	0.6633	NPC471579
Remote Similarity	0.6633	NPC297034
Remote Similarity	0.6633	NPC469938
Remote Similarity	0.6633	NPC56233
Remote Similarity	0.6632	NPC470233
Remote Similarity	0.6632	NPC41257
Remote Similarity	0.6623	NPC470323
Remote Similarity	0.6618	NPC308931
Remote Similarity	0.6618	NPC99939
Remote Similarity	0.6616	NPC82331
Remote Similarity	0.6615	NPC469785
Remote Similarity	0.6615	NPC311276

Drug Structure

NPD6469 OpenBabel08211710072D 35 40 0 0 1 0 0 0 0 0999 V2000 1.2588 -1.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2585 -1.9747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6168 -1.0412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2708 -2.1312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9875 -0.2640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6414 -1.3540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4825 2.6881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4948 2.5317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0995 2.0674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7289 1.2903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2357 3.2381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2880 2.2394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7658 0.8210 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 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9998 -0.4205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1119 1.9110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1365 1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.3705 0.3567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7535 0.9774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1488 1.4417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4417 2.1488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4940 3.1474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3850 3.6014 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6553 3.6921 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3828 0.2003 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6948 0.5507 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5507 1.6948 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9659 -1.2588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2237 3.0568 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7077 4.6907 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2247 -2.2247 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 16 2 0 0 0 0 6 16 1 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 10 2 0 0 0 0 9 17 1 0 0 0 0 10 20 1 0 0 0 0 11 12 2 0 0 0 0 11 28 1 0 0 0 0 12 31 1 0 0 0 0 13 18 2 0 0 0 0 13 21 1 0 0 0 0 14 19 1 0 0 0 0 14 26 1 0 0 0 0 15 19 1 0 0 0 0 15 26 1 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 18 22 1 0 0 0 0 19 25 1 6 0 0 0 20 29 2 0 0 0 0 21 29 1 0 0 0 0 22 23 2 0 0 0 0 22 30 1 0 0 0 0 23 24 1 0 0 0 0 23 31 1 0 0 0 0 24 27 2 0 0 0 0 24 28 1 0 0 0 0 25 30 2 0 0 0 0 25 31 1 0 0 0 0 26 1 1 1 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 28 34 1 0 0 0 0 32 35 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	421.19
ALogP	-1.5246
MLogP	3.66
XLogP	7.324
HDA	6
HBD	3
Rotatable Bonds	5
TPSA	86.82
RO5 Violation	1