NPASS drugs

Drug Information

Drug ID:	NPD5491
Drug Name:	Momelotinib
Molecular Formula:	C23H22N6O2
Canonical SMILES:	N#CCNC(=O)c1ccc(cc1)c1ccnc(n1)Nc1ccc(cc1)N1CCOCC1
Standard InCHI:	InChI=1S/C23H22N6O2/c24-10-12-25-22(30)18-3-1-17(2-4-18)21-9-11-26-23(28-21)27-19-5-7-20(8-6-19)29-13-15-31-16-14-29/h1-9,11H,12-16H2,(H,25,30)(H,26,27,28)
Standard InCHIKey:	ZVHNDZWQTBEVRY-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5491

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	448
0.1-0.2	3741
0.2-0.3	12414
0.3-0.4	10329
0.4-0.5	1663
0.5-0.6	1657
0.6-0.7	613
0.7-0.8	25
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	0.7437	NPC17273
Intermediate Similarity	0.7437	NPC141612
Intermediate Similarity	0.7437	NPC135601
Intermediate Similarity	0.7349	NPC471192
Intermediate Similarity	0.7324	NPC72956
Intermediate Similarity	0.729	NPC153980
Intermediate Similarity	0.729	NPC6865
Intermediate Similarity	0.7264	NPC116555
Intermediate Similarity	0.7255	NPC216550
Intermediate Similarity	0.725	NPC21429
Intermediate Similarity	0.725	NPC467063
Intermediate Similarity	0.7209	NPC471193
Intermediate Similarity	0.7209	NPC471194
Intermediate Similarity	0.7195	NPC476817
Intermediate Similarity	0.7172	NPC237188
Intermediate Similarity	0.7156	NPC267811
Intermediate Similarity	0.711	NPC470731
Intermediate Similarity	0.7087	NPC272458
Intermediate Similarity	0.7085	NPC157583
Intermediate Similarity	0.7081	NPC34837
Intermediate Similarity	0.7079	NPC477003
Intermediate Similarity	0.7032	NPC147983
Intermediate Similarity	0.7032	NPC177996
Intermediate Similarity	0.7024	NPC103119
Intermediate Similarity	0.7015	NPC16659
Remote Similarity	0.6996	NPC327095
Remote Similarity	0.6996	NPC312942
Remote Similarity	0.6965	NPC265710
Remote Similarity	0.6964	NPC40455
Remote Similarity	0.6961	NPC133003
Remote Similarity	0.6957	NPC476460
Remote Similarity	0.6952	NPC167710
Remote Similarity	0.6946	NPC470205
Remote Similarity	0.6933	NPC19170
Remote Similarity	0.6916	NPC317701
Remote Similarity	0.6904	NPC114637
Remote Similarity	0.6898	NPC243850
Remote Similarity	0.6886	NPC116622
Remote Similarity	0.6878	NPC99939
Remote Similarity	0.6878	NPC308931
Remote Similarity	0.6878	NPC470732
Remote Similarity	0.686	NPC255909
Remote Similarity	0.6852	NPC472064
Remote Similarity	0.6847	NPC88110
Remote Similarity	0.6842	NPC297862
Remote Similarity	0.6832	NPC473380
Remote Similarity	0.6832	NPC240088
Remote Similarity	0.6832	NPC284775
Remote Similarity	0.6825	NPC128244
Remote Similarity	0.6806	NPC327592
Remote Similarity	0.6798	NPC11126
Remote Similarity	0.6787	NPC54744
Remote Similarity	0.6774	NPC317373
Remote Similarity	0.6774	NPC471191
Remote Similarity	0.677	NPC253987
Remote Similarity	0.6768	NPC42372
Remote Similarity	0.6763	NPC94752
Remote Similarity	0.6753	NPC267078
Remote Similarity	0.6753	NPC935
Remote Similarity	0.6748	NPC228835
Remote Similarity	0.6739	NPC470730
Remote Similarity	0.6739	NPC477175
Remote Similarity	0.6734	NPC56233
Remote Similarity	0.6733	NPC317054
Remote Similarity	0.6724	NPC474357
Remote Similarity	0.6713	NPC328596
Remote Similarity	0.6713	NPC328318
Remote Similarity	0.671	NPC475969
Remote Similarity	0.671	NPC475859
Remote Similarity	0.6699	NPC102755
Remote Similarity	0.6697	NPC54981
Remote Similarity	0.6697	NPC472065
Remote Similarity	0.6682	NPC478158
Remote Similarity	0.6681	NPC165743
Remote Similarity	0.6667	NPC318299
Remote Similarity	0.6667	NPC281049
Remote Similarity	0.6667	NPC324091
Remote Similarity	0.6651	NPC473376
Remote Similarity	0.6651	NPC17059
Remote Similarity	0.6651	NPC477004
Remote Similarity	0.6651	NPC304203
Remote Similarity	0.6651	NPC326422
Remote Similarity	0.665	NPC293216
Remote Similarity	0.6649	NPC117032
Remote Similarity	0.6638	NPC470323
Remote Similarity	0.6637	NPC282247
Remote Similarity	0.6637	NPC317752
Remote Similarity	0.6636	NPC472063
Remote Similarity	0.6636	NPC472062
Remote Similarity	0.6636	NPC472069
Remote Similarity	0.6634	NPC12649
Remote Similarity	0.6633	NPC478184
Remote Similarity	0.6633	NPC478182
Remote Similarity	0.662	NPC294693
Remote Similarity	0.6607	NPC478157
Remote Similarity	0.6606	NPC472070
Remote Similarity	0.6602	NPC73994
Remote Similarity	0.6602	NPC40530
Remote Similarity	0.6602	NPC314281
Remote Similarity	0.6601	NPC161861
Remote Similarity	0.6595	NPC69843
Remote Similarity	0.6594	NPC64216
Remote Similarity	0.6583	NPC470203
Remote Similarity	0.6583	NPC242116
Remote Similarity	0.6574	NPC284338
Remote Similarity	0.657	NPC191415
Remote Similarity	0.6567	NPC49217
Remote Similarity	0.6566	NPC293487
Remote Similarity	0.6561	NPC71238
Remote Similarity	0.6552	NPC201634
Remote Similarity	0.655	NPC265100
Remote Similarity	0.6535	NPC70949
Remote Similarity	0.6533	NPC470204
Remote Similarity	0.6526	NPC47190
Remote Similarity	0.6524	NPC470729
Remote Similarity	0.6524	NPC477176
Remote Similarity	0.6524	NPC118084
Remote Similarity	0.6516	NPC54420
Remote Similarity	0.6515	NPC213914
Remote Similarity	0.6514	NPC300183
Remote Similarity	0.6512	NPC245916
Remote Similarity	0.6502	NPC471943
Remote Similarity	0.65	NPC88115
Remote Similarity	0.65	NPC142385
Remote Similarity	0.6497	NPC209362
Remote Similarity	0.6497	NPC476219
Remote Similarity	0.6496	NPC477177
Remote Similarity	0.6496	NPC474877
Remote Similarity	0.6494	NPC474196
Remote Similarity	0.649	NPC470677
Remote Similarity	0.6488	NPC469529
Remote Similarity	0.6485	NPC478183
Remote Similarity	0.6482	NPC80681
Remote Similarity	0.6481	NPC106824
Remote Similarity	0.648	NPC70406
Remote Similarity	0.648	NPC470233
Remote Similarity	0.6479	NPC117244
Remote Similarity	0.6479	NPC473763
Remote Similarity	0.6478	NPC216612
Remote Similarity	0.6476	NPC476341
Remote Similarity	0.6476	NPC238945
Remote Similarity	0.6473	NPC320968
Remote Similarity	0.6462	NPC472289
Remote Similarity	0.6458	NPC72905
Remote Similarity	0.6457	NPC162860
Remote Similarity	0.6455	NPC65408
Remote Similarity	0.6455	NPC314102
Remote Similarity	0.6455	NPC251722
Remote Similarity	0.6452	NPC474389
Remote Similarity	0.6447	NPC251391
Remote Similarity	0.6445	NPC476527
Remote Similarity	0.6444	NPC118940
Remote Similarity	0.6444	NPC473218
Remote Similarity	0.6444	NPC470702
Remote Similarity	0.6442	NPC477042
Remote Similarity	0.6442	NPC24864
Remote Similarity	0.6441	NPC63279
Remote Similarity	0.6439	NPC252572
Remote Similarity	0.6438	NPC476491
Remote Similarity	0.6438	NPC257851
Remote Similarity	0.6435	NPC102592
Remote Similarity	0.6435	NPC79356
Remote Similarity	0.6429	NPC123839
Remote Similarity	0.6426	NPC477112
Remote Similarity	0.6425	NPC84827
Remote Similarity	0.6425	NPC83774
Remote Similarity	0.6425	NPC14113
Remote Similarity	0.6425	NPC145885
Remote Similarity	0.6425	NPC14325
Remote Similarity	0.6425	NPC28848
Remote Similarity	0.6422	NPC475914
Remote Similarity	0.6422	NPC268744
Remote Similarity	0.6422	NPC32534
Remote Similarity	0.6422	NPC220797
Remote Similarity	0.6422	NPC474318
Remote Similarity	0.6422	NPC153123
Remote Similarity	0.6422	NPC201266
Remote Similarity	0.6422	NPC74413
Remote Similarity	0.6419	NPC474180
Remote Similarity	0.6419	NPC188821
Remote Similarity	0.6418	NPC194881
Remote Similarity	0.6418	NPC478185
Remote Similarity	0.6416	NPC470703
Remote Similarity	0.6414	NPC297642
Remote Similarity	0.6409	NPC106757
Remote Similarity	0.6409	NPC476874
Remote Similarity	0.6404	NPC469727
Remote Similarity	0.6398	NPC89987
Remote Similarity	0.6394	NPC248462
Remote Similarity	0.6393	NPC13456
Remote Similarity	0.6393	NPC166209
Remote Similarity	0.6393	NPC269203
Remote Similarity	0.6393	NPC77241
Remote Similarity	0.6392	NPC467188
Remote Similarity	0.6391	NPC272174
Remote Similarity	0.6391	NPC474195
Remote Similarity	0.6388	NPC477979
Remote Similarity	0.6386	NPC271797
Remote Similarity	0.6386	NPC21174
Remote Similarity	0.6385	NPC321708

Drug Structure

NPD5491 OpenBabel08211708292D 33 36 0 0 0 0 0 0 0 0999 V2000 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 -2.5981 -3.5000 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 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 6.0622 -0.5000 0.0000 C 0 0 0 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 3.4641 0.0000 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 -0.8660 -4.5000 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 -2.5981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 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 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 17 2 0 0 0 0 2 4 2 0 0 0 0 2 17 1 0 0 0 0 3 18 2 0 0 0 0 4 18 1 0 0 0 0 5 7 1 0 0 0 0 5 19 2 0 0 0 0 6 8 2 0 0 0 0 6 19 1 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 11 2 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 10 24 3 0 0 0 0 11 26 1 0 0 0 0 12 25 1 0 0 0 0 13 15 1 0 0 0 0 13 29 1 0 0 0 0 14 16 1 0 0 0 0 14 29 1 0 0 0 0 15 31 1 0 0 0 0 16 31 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 27 1 0 0 0 0 20 29 1 0 0 0 0 21 28 2 0 0 0 0 22 25 1 0 0 0 0 22 30 2 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 25 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003511
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25062766
ChEBI
CAS Number

Drug Properties

Molecular Weight	414.18
ALogP	-1.3168
MLogP	3.11
XLogP	2.724
HDA	8
HBD	2
Rotatable Bonds	7
TPSA	103.17
RO5 Violation	0