NPASS drugs

Drug Information

Drug ID:	NPD7904
Drug Name:	Semapimod (Oral), Cytokine Pharmasciences
Molecular Formula:	C34H52N18O2
Canonical SMILES:	OC(=Nc1cc(cc(c1)/C(=N/NC(=N)N)/C)/C(=N/NC(=N)N)/C)CCCCCCCCC(=Nc1cc(cc(c1)/C(=N/NC(=N)N)/C)/C(=N/NC(=N)N)/C)O
Standard InCHI:	InChI=1S/C34H52N18O2/c1-19(45-49-31(35)36)23-13-24(20(2)46-50-32(37)38)16-27(15-23)43-29(53)11-9-7-5-6-8-10-12-30(54)44-28-17-25(21(3)47-51-33(39)40)14-26(18-28)22(4)48-52-34(41)42/h13-18H,5-12H2,1-4H3,(H,43,53)(H,44,54)(H4,35,36,49)(H4,37,38,50)(H4,39,40,51)(H4,41,42,52)/b45-19+,46-20+,47-21+,48-22+
Standard InCHIKey:	PWDYHMBTPGXCSN-VCBMUGGBSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7904

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	148
0.1-0.2	1077
0.2-0.3	8181
0.3-0.4	13923
0.4-0.5	5979
0.5-0.6	1470
0.6-0.7	111
0.7-0.8	1
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	0.7045	NPC205652
Remote Similarity	0.695	NPC101372
Remote Similarity	0.694	NPC147957
Remote Similarity	0.6917	NPC470550
Remote Similarity	0.6885	NPC476483
Remote Similarity	0.6738	NPC474926
Remote Similarity	0.6719	NPC178681
Remote Similarity	0.6641	NPC37584
Remote Similarity	0.6639	NPC78154
Remote Similarity	0.6639	NPC74936
Remote Similarity	0.6639	NPC141139
Remote Similarity	0.6639	NPC209764
Remote Similarity	0.6639	NPC121872
Remote Similarity	0.6639	NPC78041
Remote Similarity	0.6639	NPC471307
Remote Similarity	0.6639	NPC159178
Remote Similarity	0.6587	NPC473501
Remote Similarity	0.6587	NPC475439
Remote Similarity	0.6557	NPC470877
Remote Similarity	0.6522	NPC313449
Remote Similarity	0.6508	NPC25565
Remote Similarity	0.6504	NPC92689
Remote Similarity	0.648	NPC471309
Remote Similarity	0.6471	NPC314141
Remote Similarity	0.6457	NPC311242
Remote Similarity	0.6447	NPC316202
Remote Similarity	0.641	NPC254798
Remote Similarity	0.6389	NPC325013
Remote Similarity	0.6383	NPC317564
Remote Similarity	0.6382	NPC243162
Remote Similarity	0.6376	NPC184437
Remote Similarity	0.6371	NPC172128
Remote Similarity	0.6364	NPC314287
Remote Similarity	0.6351	NPC476689
Remote Similarity	0.6351	NPC476687
Remote Similarity	0.6351	NPC476685
Remote Similarity	0.6343	NPC302790
Remote Similarity	0.6333	NPC15839
Remote Similarity	0.6323	NPC477890
Remote Similarity	0.6299	NPC303045
Remote Similarity	0.6299	NPC161972
Remote Similarity	0.6291	NPC475707
Remote Similarity	0.6287	NPC280548
Remote Similarity	0.6286	NPC192209
Remote Similarity	0.6259	NPC259098
Remote Similarity	0.6259	NPC197680
Remote Similarity	0.624	NPC191444
Remote Similarity	0.6232	NPC187036
Remote Similarity	0.6212	NPC471317
Remote Similarity	0.6202	NPC33168
Remote Similarity	0.619	NPC476950
Remote Similarity	0.619	NPC226438
Remote Similarity	0.6182	NPC16667
Remote Similarity	0.6174	NPC316746
Remote Similarity	0.6173	NPC70922
Remote Similarity	0.6173	NPC211572
Remote Similarity	0.6173	NPC212376
Remote Similarity	0.6173	NPC80597
Remote Similarity	0.6173	NPC75540
Remote Similarity	0.6173	NPC207726
Remote Similarity	0.6172	NPC58674
Remote Similarity	0.6167	NPC307456
Remote Similarity	0.6165	NPC113326
Remote Similarity	0.6165	NPC194390
Remote Similarity	0.6165	NPC224610
Remote Similarity	0.6165	NPC88267
Remote Similarity	0.616	NPC176858
Remote Similarity	0.6159	NPC67056
Remote Similarity	0.6149	NPC278451
Remote Similarity	0.6142	NPC108800
Remote Similarity	0.6139	NPC259678
Remote Similarity	0.6135	NPC285469
Remote Similarity	0.6135	NPC184476
Remote Similarity	0.6131	NPC319579
Remote Similarity	0.6129	NPC314113
Remote Similarity	0.6119	NPC211551
Remote Similarity	0.6115	NPC296163
Remote Similarity	0.6111	NPC469763
Remote Similarity	0.6111	NPC73952
Remote Similarity	0.6111	NPC469786
Remote Similarity	0.6111	NPC469765
Remote Similarity	0.6111	NPC259644
Remote Similarity	0.6111	NPC25008
Remote Similarity	0.6111	NPC469760
Remote Similarity	0.6104	NPC181527
Remote Similarity	0.6096	NPC317758
Remote Similarity	0.609	NPC471310
Remote Similarity	0.609	NPC474430
Remote Similarity	0.609	NPC202613
Remote Similarity	0.608	NPC111233
Remote Similarity	0.6065	NPC472243
Remote Similarity	0.6048	NPC472587
Remote Similarity	0.6043	NPC474584
Remote Similarity	0.6037	NPC477889
Remote Similarity	0.6028	NPC317031
Remote Similarity	0.6028	NPC288232
Remote Similarity	0.6025	NPC187951
Remote Similarity	0.6025	NPC288445
Remote Similarity	0.6025	NPC124005
Remote Similarity	0.6023	NPC314603
Remote Similarity	0.6014	NPC264580
Remote Similarity	0.6014	NPC470546
Remote Similarity	0.6014	NPC477937
Remote Similarity	0.6013	NPC472103
Remote Similarity	0.6012	NPC470508
Remote Similarity	0.6	NPC129042
Remote Similarity	0.6	NPC314431
Remote Similarity	0.6	NPC473031
Remote Similarity	0.6	NPC469762
Remote Similarity	0.6	NPC471638
Remote Similarity	0.6	NPC9856
Remote Similarity	0.6	NPC226662
Remote Similarity	0.5988	NPC289776
Remote Similarity	0.5988	NPC191863
Remote Similarity	0.5988	NPC133470
Remote Similarity	0.5987	NPC472241
Remote Similarity	0.5987	NPC475450
Remote Similarity	0.5986	NPC470544
Remote Similarity	0.5984	NPC316108
Remote Similarity	0.5976	NPC38736
Remote Similarity	0.5976	NPC160105
Remote Similarity	0.5975	NPC242556
Remote Similarity	0.5973	NPC478079
Remote Similarity	0.5956	NPC327481
Remote Similarity	0.5952	NPC311276
Remote Similarity	0.5952	NPC30445
Remote Similarity	0.5952	NPC194640
Remote Similarity	0.5946	NPC122718
Remote Similarity	0.5944	NPC470545
Remote Similarity	0.5942	NPC470127
Remote Similarity	0.5941	NPC201700
Remote Similarity	0.5939	NPC477157
Remote Similarity	0.5939	NPC477156
Remote Similarity	0.5939	NPC469785
Remote Similarity	0.5935	NPC287358
Remote Similarity	0.5933	NPC471313
Remote Similarity	0.5933	NPC471311
Remote Similarity	0.5931	NPC477061
Remote Similarity	0.5931	NPC45777
Remote Similarity	0.593	NPC34508
Remote Similarity	0.5926	NPC37548
Remote Similarity	0.592	NPC203076
Remote Similarity	0.5915	NPC222982
Remote Similarity	0.5906	NPC173991
Remote Similarity	0.5903	NPC81561
Remote Similarity	0.5894	NPC472245
Remote Similarity	0.5893	NPC476231
Remote Similarity	0.589	NPC215519
Remote Similarity	0.589	NPC273830
Remote Similarity	0.589	NPC71684
Remote Similarity	0.5886	NPC477155
Remote Similarity	0.5882	NPC474561
Remote Similarity	0.5882	NPC49954
Remote Similarity	0.5878	NPC471320
Remote Similarity	0.5878	NPC471319
Remote Similarity	0.5875	NPC472242
Remote Similarity	0.5875	NPC116519
Remote Similarity	0.5864	NPC237649
Remote Similarity	0.5864	NPC300596
Remote Similarity	0.5862	NPC288785
Remote Similarity	0.5858	NPC159319
Remote Similarity	0.5858	NPC189116
Remote Similarity	0.5855	NPC473587
Remote Similarity	0.5848	NPC63751
Remote Similarity	0.5848	NPC154293
Remote Similarity	0.5844	NPC313352
Remote Similarity	0.5844	NPC267237
Remote Similarity	0.5839	NPC473498
Remote Similarity	0.5839	NPC470579
Remote Similarity	0.5839	NPC205946
Remote Similarity	0.5838	NPC97525
Remote Similarity	0.5833	NPC126637
Remote Similarity	0.5833	NPC148140
Remote Similarity	0.5833	NPC473320
Remote Similarity	0.5828	NPC111428
Remote Similarity	0.5828	NPC150863
Remote Similarity	0.5827	NPC262393
Remote Similarity	0.5827	NPC12429
Remote Similarity	0.5821	NPC469457
Remote Similarity	0.582	NPC192623
Remote Similarity	0.5817	NPC313466
Remote Similarity	0.5817	NPC475428
Remote Similarity	0.5814	NPC477888
Remote Similarity	0.5814	NPC245259
Remote Similarity	0.5811	NPC283130
Remote Similarity	0.5811	NPC328683
Remote Similarity	0.5808	NPC129721
Remote Similarity	0.5805	NPC472586
Remote Similarity	0.5805	NPC189812
Remote Similarity	0.5805	NPC329688
Remote Similarity	0.5802	NPC108339
Remote Similarity	0.5799	NPC72291
Remote Similarity	0.5799	NPC282231
Remote Similarity	0.5799	NPC47298
Remote Similarity	0.5799	NPC315214
Remote Similarity	0.5797	NPC434
Remote Similarity	0.5797	NPC79618
Remote Similarity	0.5795	NPC270009
Remote Similarity	0.5793	NPC310467
Remote Similarity	0.5789	NPC473762

Drug Structure

NPD7904 OpenBabel08211712032D 72 73 0 0 0 0 0 0 0 0999 V2000 -7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 5.5000 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 3.0000 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 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 -8.6603 -0.0000 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 -9.5263 4.5000 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 -8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 3.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 4.5000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 4.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 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 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8564 4.0000 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 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -13.8564 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -14.7224 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 4.5000 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 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -15.5885 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.7224 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 H 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 0.0000 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 29 1 0 0 0 0 12 30 1 0 0 0 0 13 23 2 0 0 0 0 13 24 1 0 0 0 0 14 25 2 0 0 0 0 14 26 1 0 0 0 0 15 23 1 0 0 0 0 15 27 2 0 0 0 0 16 24 2 0 0 0 0 16 27 1 0 0 0 0 17 25 1 0 0 0 0 17 28 2 0 0 0 0 18 26 2 0 0 0 0 18 28 1 0 0 0 0 19 23 1 0 0 0 0 19 45 2 0 0 0 0 20 24 1 0 0 0 0 20 46 2 0 0 0 0 21 25 1 0 0 0 0 21 47 2 0 0 0 0 22 26 1 0 0 0 0 22 48 2 0 0 0 0 27 43 1 0 0 0 0 28 44 1 0 0 0 0 29 43 2 3 0 0 0 29 53 1 0 0 0 0 30 44 2 3 0 0 0 30 54 1 0 0 0 0 31 35 2 0 0 0 0 31 36 1 0 0 0 0 31 49 1 0 0 0 0 32 37 2 0 0 0 0 32 38 1 0 0 0 0 32 50 1 0 0 0 0 33 39 2 0 0 0 0 33 40 1 0 0 0 0 33 51 1 0 0 0 0 34 41 2 0 0 0 0 34 42 1 0 0 0 0 34 52 1 0 0 0 0 35 55 1 0 0 0 0 36 56 1 0 0 0 0 36 57 1 0 0 0 0 37 58 1 0 0 0 0 38 59 1 0 0 0 0 38 60 1 0 0 0 0 39 61 1 0 0 0 0 40 62 1 0 0 0 0 40 63 1 0 0 0 0 41 64 1 0 0 0 0 42 65 1 0 0 0 0 42 66 1 0 0 0 0 45 49 1 0 0 0 0 46 50 1 0 0 0 0 47 51 1 0 0 0 0 48 52 1 0 0 0 0 49 67 1 0 0 0 0 50 68 1 0 0 0 0 51 69 1 0 0 0 0 52 70 1 0 0 0 0 53 71 1 0 0 0 0 54 72 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000458; DIB012772
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9554199
ChEBI
CAS Number

Drug Properties

Molecular Weight	744.45
ALogP	-4.0824
MLogP	3
XLogP	8.796
HDA	20
HBD	14
Rotatable Bonds	33
TPSA	362.22
RO5 Violation	4