NPASS drugs

Drug Information

Drug ID:	NPD4957
Drug Name:	Ly2452473
Molecular Formula:	C22H22N4O2
Canonical SMILES:	N#Cc1ccc2c(c1)c1C[C@@H](Cc1n2Cc1ccccn1)N=C(OC(C)C)O
Standard InCHI:	InChI=1S/C22H22N4O2/c1-14(2)28-22(27)25-17-10-19-18-9-15(12-23)6-7-20(18)26(21(19)11-17)13-16-5-3-4-8-24-16/h3-9,14,17H,10-11,13H2,1-2H3,(H,25,27)/t17-/m0/s1
Standard InCHIKey:	IHIWYQYVBNODSV-KRWDZBQOSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4957

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	265
0.1-0.2	2272
0.2-0.3	13919
0.3-0.4	10032
0.4-0.5	1967
0.5-0.6	1358
0.6-0.7	913
0.7-0.8	164
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	0.7929	NPC40070
Intermediate Similarity	0.7914	NPC150259
Intermediate Similarity	0.7706	NPC470111
Intermediate Similarity	0.7697	NPC251722
Intermediate Similarity	0.7697	NPC314102
Intermediate Similarity	0.7627	NPC478182
Intermediate Similarity	0.7528	NPC311276
Intermediate Similarity	0.75	NPC129721
Intermediate Similarity	0.75	NPC104483
Intermediate Similarity	0.7458	NPC293487
Intermediate Similarity	0.7443	NPC51054
Intermediate Similarity	0.7432	NPC469938
Intermediate Similarity	0.743	NPC478184
Intermediate Similarity	0.7405	NPC12649
Intermediate Similarity	0.7399	NPC179787
Intermediate Similarity	0.7399	NPC201380
Intermediate Similarity	0.7391	NPC472122
Intermediate Similarity	0.7391	NPC24594
Intermediate Similarity	0.7384	NPC314372
Intermediate Similarity	0.7368	NPC190296
Intermediate Similarity	0.7368	NPC20144
Intermediate Similarity	0.7366	NPC24864
Intermediate Similarity	0.736	NPC92796
Intermediate Similarity	0.736	NPC135141
Intermediate Similarity	0.7356	NPC321911
Intermediate Similarity	0.7351	NPC326575
Intermediate Similarity	0.7351	NPC68354
Intermediate Similarity	0.7348	NPC478183
Intermediate Similarity	0.7341	NPC63545
Intermediate Similarity	0.7337	NPC169433
Intermediate Similarity	0.7337	NPC37423
Intermediate Similarity	0.7337	NPC275305
Intermediate Similarity	0.7333	NPC40779
Intermediate Similarity	0.7318	NPC44773
Intermediate Similarity	0.7318	NPC255229
Intermediate Similarity	0.7318	NPC215584
Intermediate Similarity	0.7318	NPC81229
Intermediate Similarity	0.7314	NPC105818
Intermediate Similarity	0.7314	NPC24678
Intermediate Similarity	0.7303	NPC469762
Intermediate Similarity	0.7299	NPC469811
Intermediate Similarity	0.7283	NPC86288
Intermediate Similarity	0.7278	NPC478185
Intermediate Similarity	0.7273	NPC472105
Intermediate Similarity	0.7273	NPC187827
Intermediate Similarity	0.7268	NPC91895
Intermediate Similarity	0.7268	NPC194411
Intermediate Similarity	0.7268	NPC32534
Intermediate Similarity	0.7263	NPC474707
Intermediate Similarity	0.7263	NPC56765
Intermediate Similarity	0.7263	NPC477591
Intermediate Similarity	0.7253	NPC56233
Intermediate Similarity	0.7251	NPC279081
Intermediate Similarity	0.7251	NPC230002
Intermediate Similarity	0.7247	NPC469785
Intermediate Similarity	0.724	NPC95783
Intermediate Similarity	0.7238	NPC90723
Intermediate Similarity	0.7238	NPC194640
Intermediate Similarity	0.7232	NPC259644
Intermediate Similarity	0.7232	NPC469763
Intermediate Similarity	0.7232	NPC469786
Intermediate Similarity	0.7232	NPC469765
Intermediate Similarity	0.7232	NPC325903
Intermediate Similarity	0.7232	NPC25008
Intermediate Similarity	0.7232	NPC469760
Intermediate Similarity	0.7232	NPC73952
Intermediate Similarity	0.7225	NPC204565
Intermediate Similarity	0.7219	NPC176199
Intermediate Similarity	0.7219	NPC215795
Intermediate Similarity	0.7219	NPC133261
Intermediate Similarity	0.7216	NPC53947
Intermediate Similarity	0.7216	NPC474177
Intermediate Similarity	0.7211	NPC62510
Intermediate Similarity	0.7207	NPC236711
Intermediate Similarity	0.7204	NPC280852
Intermediate Similarity	0.7202	NPC117244
Intermediate Similarity	0.7202	NPC473763
Intermediate Similarity	0.7196	NPC472109
Intermediate Similarity	0.7196	NPC472110
Intermediate Similarity	0.7193	NPC73767
Intermediate Similarity	0.7193	NPC110126
Intermediate Similarity	0.7191	NPC211572
Intermediate Similarity	0.7191	NPC80597
Intermediate Similarity	0.7191	NPC75540
Intermediate Similarity	0.7191	NPC70922
Intermediate Similarity	0.7191	NPC212376
Intermediate Similarity	0.7188	NPC173028
Intermediate Similarity	0.7188	NPC65215
Intermediate Similarity	0.7186	NPC256893
Intermediate Similarity	0.7184	NPC159856
Intermediate Similarity	0.7184	NPC285731
Intermediate Similarity	0.7182	NPC225018
Intermediate Similarity	0.7182	NPC470203
Intermediate Similarity	0.7178	NPC314957
Intermediate Similarity	0.7175	NPC470233
Intermediate Similarity	0.7166	NPC59269
Intermediate Similarity	0.7166	NPC157583
Intermediate Similarity	0.7158	NPC160105
Intermediate Similarity	0.7158	NPC49954
Intermediate Similarity	0.7158	NPC474561
Intermediate Similarity	0.7157	NPC265576
Intermediate Similarity	0.7151	NPC469779
Intermediate Similarity	0.7151	NPC469784
Intermediate Similarity	0.7151	NPC469780
Intermediate Similarity	0.7151	NPC469768
Intermediate Similarity	0.7151	NPC469761
Intermediate Similarity	0.7151	NPC189812
Intermediate Similarity	0.7151	NPC329688
Intermediate Similarity	0.7151	NPC469767
Intermediate Similarity	0.7151	NPC469783
Intermediate Similarity	0.7143	NPC317105
Intermediate Similarity	0.7143	NPC288838
Intermediate Similarity	0.7135	NPC470498
Intermediate Similarity	0.7135	NPC138842
Intermediate Similarity	0.7135	NPC317030
Intermediate Similarity	0.7127	NPC470204
Intermediate Similarity	0.712	NPC201700
Intermediate Similarity	0.712	NPC63751
Intermediate Similarity	0.712	NPC15102
Intermediate Similarity	0.7117	NPC46358
Intermediate Similarity	0.7112	NPC203754
Intermediate Similarity	0.7112	NPC150048
Intermediate Similarity	0.711	NPC469766
Intermediate Similarity	0.7105	NPC472104
Intermediate Similarity	0.7102	NPC471957
Intermediate Similarity	0.7095	NPC476297
Intermediate Similarity	0.7095	NPC476219
Intermediate Similarity	0.7095	NPC38736
Intermediate Similarity	0.7092	NPC133366
Intermediate Similarity	0.709	NPC15840
Intermediate Similarity	0.7088	NPC282231
Intermediate Similarity	0.7083	NPC94752
Intermediate Similarity	0.7076	NPC105127
Intermediate Similarity	0.7076	NPC84911
Intermediate Similarity	0.7074	NPC151939
Intermediate Similarity	0.7072	NPC318065
Intermediate Similarity	0.7072	NPC206819
Intermediate Similarity	0.7065	NPC54988
Intermediate Similarity	0.7059	NPC198988
Intermediate Similarity	0.7053	NPC233936
Intermediate Similarity	0.7043	NPC82331
Intermediate Similarity	0.7037	NPC11126
Intermediate Similarity	0.7037	NPC248462
Intermediate Similarity	0.7033	NPC279918
Intermediate Similarity	0.7033	NPC122141
Intermediate Similarity	0.7031	NPC280290
Intermediate Similarity	0.7026	NPC472097
Intermediate Similarity	0.7021	NPC121903
Intermediate Similarity	0.7021	NPC474958
Intermediate Similarity	0.7018	NPC261195
Intermediate Similarity	0.7018	NPC96102
Intermediate Similarity	0.7018	NPC325252
Intermediate Similarity	0.7018	NPC29886
Intermediate Similarity	0.7016	NPC48938
Intermediate Similarity	0.7016	NPC139291
Intermediate Similarity	0.7016	NPC472108
Intermediate Similarity	0.7015	NPC193761
Intermediate Similarity	0.7011	NPC473868
Intermediate Similarity	0.7011	NPC63157
Intermediate Similarity	0.701	NPC46413
Intermediate Similarity	0.7006	NPC21605
Intermediate Similarity	0.7005	NPC314603
Intermediate Similarity	0.7005	NPC34508
Intermediate Similarity	0.7	NPC300688
Remote Similarity	0.6995	NPC475288
Remote Similarity	0.6995	NPC235684
Remote Similarity	0.6995	NPC238457
Remote Similarity	0.6994	NPC48564
Remote Similarity	0.6994	NPC88097
Remote Similarity	0.6994	NPC182570
Remote Similarity	0.6994	NPC265605
Remote Similarity	0.6989	NPC470440
Remote Similarity	0.6985	NPC239954
Remote Similarity	0.6985	NPC212213
Remote Similarity	0.6984	NPC234987
Remote Similarity	0.6979	NPC472119
Remote Similarity	0.6979	NPC228835
Remote Similarity	0.6979	NPC284678
Remote Similarity	0.6978	NPC41257
Remote Similarity	0.6976	NPC478158
Remote Similarity	0.6973	NPC49217
Remote Similarity	0.697	NPC122718
Remote Similarity	0.6968	NPC317054
Remote Similarity	0.6966	NPC124005
Remote Similarity	0.6966	NPC187951
Remote Similarity	0.6963	NPC113626
Remote Similarity	0.6961	NPC166492
Remote Similarity	0.6961	NPC473362
Remote Similarity	0.6959	NPC472323
Remote Similarity	0.6957	NPC476446
Remote Similarity	0.6957	NPC78375
Remote Similarity	0.6957	NPC469813
Remote Similarity	0.6954	NPC115611
Remote Similarity	0.6954	NPC198673
Remote Similarity	0.6954	NPC59084
Remote Similarity	0.6949	NPC478186
Remote Similarity	0.6944	NPC281094
Remote Similarity	0.6944	NPC200214
Remote Similarity	0.6943	NPC308931
Remote Similarity	0.6943	NPC79062

Drug Structure

NPD4957 OpenBabel08211706322D 29 32 0 0 1 0 0 0 0 0999 V2000 -2.2928 5.9200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7405 5.0833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0742 0.7432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7783 1.6621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4263 0.0275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6910 -1.9649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8356 -1.4711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8346 1.8654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5464 -0.4834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6789 1.9637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0121 1.9533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4609 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8347 -0.4849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7751 5.0837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5464 -1.4711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4826 0.2308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8433 2.4471 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6910 0.0105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6849 0.9872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8356 -0.4834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0060 0.9768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3267 4.2483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3754 -2.5271 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1867 1.1497 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8437 3.4125 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 -0.8444 5.0845 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2921 4.2479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3274 5.9204 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 16 2 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 20 1 0 0 0 0 8 24 2 0 0 0 0 9 15 2 0 0 0 0 9 18 1 0 0 0 0 10 17 1 0 0 0 0 10 19 1 0 0 0 0 11 17 1 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 12 23 3 0 0 0 0 13 16 1 0 0 0 0 13 26 1 0 0 0 0 14 28 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 6 0 0 0 18 19 1 0 0 0 0 18 20 2 0 0 0 0 19 21 2 0 0 0 0 20 26 1 0 0 0 0 21 26 1 0 0 0 0 22 25 2 3 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 27 29 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	374.17
ALogP	0.7364
MLogP	3.22
XLogP	4.434
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	83.43
RO5 Violation	0