NPASS drugs

Drug Information

Drug ID:	NPD7592
Drug Name:	Doramapimod
Molecular Formula:	C31H37N5O3
Canonical SMILES:	O=C(Nc1cc(nn1c1ccc(cc1)C)C(C)(C)C)Nc1ccc(c2c1cccc2)OCCN1CCOCC1
Standard InCHI:	InChI=1S/C31H37N5O3/c1-22-9-11-23(12-10-22)36-29(21-28(34-36)31(2,3)4)33-30(37)32-26-13-14-27(25-8-6-5-7-24(25)26)39-20-17-35-15-18-38-19-16-35/h5-14,21H,15-20H2,1-4H3,(H2,32,33,37)
Standard InCHIKey:	MVCOAUNKQVWQHZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7592

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	546
0.1-0.2	3282
0.2-0.3	9579
0.3-0.4	9526
0.4-0.5	5211
0.5-0.6	2190
0.6-0.7	538
0.7-0.8	18
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	0.7355	NPC180504
Intermediate Similarity	0.721	NPC208284
Intermediate Similarity	0.7198	NPC201697
Intermediate Similarity	0.7179	NPC473180
Intermediate Similarity	0.7155	NPC476465
Intermediate Similarity	0.7154	NPC56271
Intermediate Similarity	0.7106	NPC94157
Intermediate Similarity	0.7094	NPC199667
Intermediate Similarity	0.7078	NPC157931
Intermediate Similarity	0.7076	NPC478074
Intermediate Similarity	0.7074	NPC329793
Intermediate Similarity	0.7061	NPC475253
Intermediate Similarity	0.7056	NPC162484
Intermediate Similarity	0.7051	NPC473181
Intermediate Similarity	0.7034	NPC48353
Intermediate Similarity	0.7021	NPC471304
Intermediate Similarity	0.7012	NPC473540
Intermediate Similarity	0.7008	NPC257851
Remote Similarity	0.6992	NPC477531
Remote Similarity	0.698	NPC252251
Remote Similarity	0.6972	NPC477066
Remote Similarity	0.6971	NPC132642
Remote Similarity	0.6966	NPC193777
Remote Similarity	0.696	NPC30540
Remote Similarity	0.6958	NPC96321
Remote Similarity	0.6951	NPC209174
Remote Similarity	0.6944	NPC478081
Remote Similarity	0.6942	NPC280799
Remote Similarity	0.6902	NPC17437
Remote Similarity	0.6898	NPC132631
Remote Similarity	0.6898	NPC103687
Remote Similarity	0.6897	NPC267423
Remote Similarity	0.6885	NPC130570
Remote Similarity	0.6877	NPC477067
Remote Similarity	0.6877	NPC478082
Remote Similarity	0.6873	NPC478080
Remote Similarity	0.687	NPC473185
Remote Similarity	0.6861	NPC176127
Remote Similarity	0.6856	NPC131017
Remote Similarity	0.685	NPC142385
Remote Similarity	0.6844	NPC280272
Remote Similarity	0.684	NPC72211
Remote Similarity	0.6838	NPC223427
Remote Similarity	0.6831	NPC477533
Remote Similarity	0.6802	NPC470126
Remote Similarity	0.6798	NPC92111
Remote Similarity	0.6784	NPC242928
Remote Similarity	0.6783	NPC472031
Remote Similarity	0.6783	NPC472066
Remote Similarity	0.6783	NPC472067
Remote Similarity	0.6781	NPC329747
Remote Similarity	0.6781	NPC11017
Remote Similarity	0.678	NPC472111
Remote Similarity	0.6774	NPC311906
Remote Similarity	0.6774	NPC315822
Remote Similarity	0.6774	NPC253580
Remote Similarity	0.6762	NPC472099
Remote Similarity	0.6761	NPC227908
Remote Similarity	0.676	NPC473186
Remote Similarity	0.6754	NPC76748
Remote Similarity	0.6753	NPC194967
Remote Similarity	0.6753	NPC70259
Remote Similarity	0.6745	NPC72905
Remote Similarity	0.6739	NPC307963
Remote Similarity	0.6737	NPC470930
Remote Similarity	0.6734	NPC187145
Remote Similarity	0.6723	NPC470931
Remote Similarity	0.6721	NPC473179
Remote Similarity	0.672	NPC476999
Remote Similarity	0.6711	NPC246700
Remote Similarity	0.6711	NPC296527
Remote Similarity	0.671	NPC205934
Remote Similarity	0.671	NPC43787
Remote Similarity	0.6709	NPC176538
Remote Similarity	0.6707	NPC471762
Remote Similarity	0.6706	NPC39370
Remote Similarity	0.6705	NPC472068
Remote Similarity	0.6694	NPC86078
Remote Similarity	0.6694	NPC2497
Remote Similarity	0.6693	NPC475720
Remote Similarity	0.6693	NPC474192
Remote Similarity	0.6681	NPC471593
Remote Similarity	0.6681	NPC243850
Remote Similarity	0.668	NPC251160
Remote Similarity	0.6667	NPC47059
Remote Similarity	0.6667	NPC128823
Remote Similarity	0.6667	NPC285558
Remote Similarity	0.6667	NPC475816
Remote Similarity	0.6667	NPC473182
Remote Similarity	0.6667	NPC264166
Remote Similarity	0.6667	NPC274291
Remote Similarity	0.6667	NPC118832
Remote Similarity	0.6667	NPC329708
Remote Similarity	0.6667	NPC165349
Remote Similarity	0.6667	NPC477532
Remote Similarity	0.6654	NPC473183
Remote Similarity	0.6653	NPC475085
Remote Similarity	0.6653	NPC291535
Remote Similarity	0.6653	NPC475112
Remote Similarity	0.6653	NPC162530
Remote Similarity	0.6653	NPC475910
Remote Similarity	0.6653	NPC82548
Remote Similarity	0.6653	NPC17565
Remote Similarity	0.664	NPC476997
Remote Similarity	0.6639	NPC476106
Remote Similarity	0.6628	NPC137353
Remote Similarity	0.6627	NPC469554
Remote Similarity	0.6627	NPC49547
Remote Similarity	0.6626	NPC225279
Remote Similarity	0.6624	NPC475774
Remote Similarity	0.6614	NPC295228
Remote Similarity	0.6614	NPC476998
Remote Similarity	0.6614	NPC476996
Remote Similarity	0.6613	NPC65277
Remote Similarity	0.6612	NPC473041
Remote Similarity	0.6612	NPC472098
Remote Similarity	0.661	NPC476044
Remote Similarity	0.6609	NPC472193
Remote Similarity	0.6609	NPC106833
Remote Similarity	0.6609	NPC469497
Remote Similarity	0.6609	NPC251090
Remote Similarity	0.6602	NPC475666
Remote Similarity	0.6601	NPC329631
Remote Similarity	0.6598	NPC290689
Remote Similarity	0.6596	NPC32200
Remote Similarity	0.6595	NPC475190
Remote Similarity	0.6592	NPC312872
Remote Similarity	0.6591	NPC478083
Remote Similarity	0.6588	NPC6786
Remote Similarity	0.6587	NPC474688
Remote Similarity	0.6584	NPC471080
Remote Similarity	0.6584	NPC469592
Remote Similarity	0.6584	NPC476287
Remote Similarity	0.6583	NPC477111
Remote Similarity	0.6581	NPC70956
Remote Similarity	0.6581	NPC243834
Remote Similarity	0.6581	NPC153042
Remote Similarity	0.6578	NPC329982
Remote Similarity	0.6575	NPC118511
Remote Similarity	0.6575	NPC473184
Remote Similarity	0.6574	NPC66777
Remote Similarity	0.6574	NPC476994
Remote Similarity	0.6574	NPC314954
Remote Similarity	0.6569	NPC45190
Remote Similarity	0.6568	NPC19872
Remote Similarity	0.6568	NPC315957
Remote Similarity	0.6568	NPC249040
Remote Similarity	0.6565	NPC128751
Remote Similarity	0.6565	NPC133609
Remote Similarity	0.6564	NPC81939
Remote Similarity	0.6561	NPC101543
Remote Similarity	0.656	NPC202503
Remote Similarity	0.656	NPC470018
Remote Similarity	0.6556	NPC478010
Remote Similarity	0.6555	NPC476138
Remote Similarity	0.6555	NPC245816
Remote Similarity	0.6545	NPC23614
Remote Similarity	0.6545	NPC100079
Remote Similarity	0.6544	NPC26850
Remote Similarity	0.6543	NPC26679
Remote Similarity	0.6534	NPC478078
Remote Similarity	0.6534	NPC74575
Remote Similarity	0.6531	NPC152768
Remote Similarity	0.6531	NPC469928
Remote Similarity	0.6531	NPC148183
Remote Similarity	0.6527	NPC16452
Remote Similarity	0.6527	NPC36229
Remote Similarity	0.6527	NPC476581
Remote Similarity	0.6525	NPC287437
Remote Similarity	0.6522	NPC160666
Remote Similarity	0.652	NPC474798
Remote Similarity	0.6516	NPC271215
Remote Similarity	0.6516	NPC149471
Remote Similarity	0.6516	NPC266931
Remote Similarity	0.6515	NPC287208
Remote Similarity	0.651	NPC24802
Remote Similarity	0.6506	NPC144452
Remote Similarity	0.65	NPC300156
Remote Similarity	0.65	NPC208522
Remote Similarity	0.6491	NPC303374
Remote Similarity	0.649	NPC235076
Remote Similarity	0.6488	NPC209769
Remote Similarity	0.6488	NPC469589
Remote Similarity	0.6478	NPC469594
Remote Similarity	0.6478	NPC204385
Remote Similarity	0.6477	NPC189079
Remote Similarity	0.6475	NPC296482
Remote Similarity	0.6475	NPC202768
Remote Similarity	0.6475	NPC53069
Remote Similarity	0.6464	NPC26543
Remote Similarity	0.6463	NPC170114
Remote Similarity	0.6463	NPC84478
Remote Similarity	0.6461	NPC123976
Remote Similarity	0.6461	NPC167860
Remote Similarity	0.6461	NPC188420
Remote Similarity	0.6461	NPC5145
Remote Similarity	0.6459	NPC476995
Remote Similarity	0.6458	NPC475070
Remote Similarity	0.6456	NPC476582
Remote Similarity	0.6456	NPC4071

Drug Structure

NPD7592 OpenBabel08211712022D 41 45 0 0 0 0 0 0 0 0999 V2000 3.8042 1.2361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0013 -2.7546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 -2.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8913 -1.6555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1100 1.5962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6453 -0.0511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1590 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6942 -0.3601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6032 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4693 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7372 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4693 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3353 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8532 0.9271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8968 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6032 3.0878 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 -1.6750 3.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3353 2.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 3.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 0.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 2.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 31 1 0 0 0 0 3 31 1 0 0 0 0 4 31 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 24 2 0 0 0 0 8 25 2 0 0 0 0 9 11 1 0 0 0 0 9 22 2 0 0 0 0 10 12 2 0 0 0 0 10 22 1 0 0 0 0 11 23 2 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 13 26 2 0 0 0 0 14 27 2 0 0 0 0 15 18 1 0 0 0 0 15 35 1 0 0 0 0 16 19 1 0 0 0 0 16 35 1 0 0 0 0 17 20 1 0 0 0 0 17 35 1 0 0 0 0 18 38 1 0 0 0 0 19 38 1 0 0 0 0 20 39 1 0 0 0 0 21 28 1 0 0 0 0 21 29 2 0 0 0 0 23 36 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 32 1 0 0 0 0 27 39 1 0 0 0 0 28 31 1 0 0 0 0 28 34 2 0 0 0 0 29 33 1 0 0 0 0 29 36 1 0 0 0 0 30 32 1 0 0 0 0 30 33 1 0 0 0 0 30 37 2 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 34 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000071
DrugBank	DB03044
ChEMBL	CHEMBL103667
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	156422
ChEBI	40953
CAS Number

Drug Properties

Molecular Weight	527.29
ALogP	1.3583
MLogP	3.99
XLogP	6.791
HDA	7
HBD	2
Rotatable Bonds	14
TPSA	80.13
RO5 Violation	1