NPASS drugs

Drug Information

Drug ID:	NPD8249
Drug Name:
Molecular Formula:	C40H46N4O6
Canonical SMILES:	NCCCC[C@@H](C(=Nc1ccc2c(c1)oc(=O)cc2C)O)N=C([C@@H](N=C(OCC1c2ccccc2c2c1cccc2)O)CC1CCCCC1)O
Standard InCHI:	InChI=1S/C40H46N4O6/c1-25-21-37(45)50-36-23-27(18-19-28(25)36)42-38(46)34(17-9-10-20-41)43-39(47)35(22-26-11-3-2-4-12-26)44-40(48)49-24-33-31-15-7-5-13-29(31)30-14-6-8-16-32(30)33/h5-8,13-16,18-19,21,23,26,33-35H,2-4,9-12,17,20,22,24,41H2,1H3,(H,42,46)(H,43,47)(H,44,48)/t34-,35-/m0/s1
Standard InCHIKey:	IKNOZZKXIDSTRN-PXLJZGITSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8249

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	195
0.1-0.2	1098
0.2-0.3	3509
0.3-0.4	8843
0.4-0.5	6098
0.5-0.6	10296
0.6-0.7	844
0.7-0.8	7
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	0.7842	NPC469830
Intermediate Similarity	0.7448	NPC469831
Intermediate Similarity	0.7409	NPC469829
Intermediate Similarity	0.7206	NPC472330
Intermediate Similarity	0.7206	NPC472329
Intermediate Similarity	0.7136	NPC474059
Intermediate Similarity	0.71	NPC28510
Remote Similarity	0.6971	NPC473460
Remote Similarity	0.6938	NPC473422
Remote Similarity	0.6935	NPC313886
Remote Similarity	0.6923	NPC168153
Remote Similarity	0.6856	NPC310894
Remote Similarity	0.6849	NPC477532
Remote Similarity	0.6831	NPC247298
Remote Similarity	0.6788	NPC19555
Remote Similarity	0.6782	NPC232872
Remote Similarity	0.6765	NPC475411
Remote Similarity	0.6762	NPC311357
Remote Similarity	0.6757	NPC245974
Remote Similarity	0.6756	NPC227033
Remote Similarity	0.6756	NPC477531
Remote Similarity	0.6741	NPC252251
Remote Similarity	0.6711	NPC209174
Remote Similarity	0.6699	NPC476565
Remote Similarity	0.6684	NPC56635
Remote Similarity	0.6684	NPC10875
Remote Similarity	0.6684	NPC10730
Remote Similarity	0.6682	NPC291535
Remote Similarity	0.6682	NPC475112
Remote Similarity	0.6682	NPC475085
Remote Similarity	0.6667	NPC476106
Remote Similarity	0.6652	NPC477533
Remote Similarity	0.6651	NPC159101
Remote Similarity	0.6651	NPC72211
Remote Similarity	0.665	NPC225381
Remote Similarity	0.665	NPC259350
Remote Similarity	0.665	NPC223236
Remote Similarity	0.6638	NPC469722
Remote Similarity	0.6634	NPC296742
Remote Similarity	0.6633	NPC257354
Remote Similarity	0.6633	NPC127082
Remote Similarity	0.6632	NPC72291
Remote Similarity	0.6619	NPC212163
Remote Similarity	0.6617	NPC260118
Remote Similarity	0.6615	NPC127362
Remote Similarity	0.6615	NPC314861
Remote Similarity	0.6615	NPC291359
Remote Similarity	0.6612	NPC189724
Remote Similarity	0.6612	NPC212850
Remote Similarity	0.6612	NPC83289
Remote Similarity	0.6605	NPC470931
Remote Similarity	0.66	NPC274002
Remote Similarity	0.66	NPC126515
Remote Similarity	0.66	NPC472331
Remote Similarity	0.6585	NPC475919
Remote Similarity	0.6585	NPC224293
Remote Similarity	0.6585	NPC474661
Remote Similarity	0.6584	NPC192939
Remote Similarity	0.6584	NPC215747
Remote Similarity	0.6583	NPC475215
Remote Similarity	0.6583	NPC108434
Remote Similarity	0.6578	NPC132771
Remote Similarity	0.6574	NPC471561
Remote Similarity	0.6567	NPC265383
Remote Similarity	0.656	NPC48353
Remote Similarity	0.6557	NPC476044
Remote Similarity	0.6557	NPC232600
Remote Similarity	0.6557	NPC295676
Remote Similarity	0.6557	NPC267423
Remote Similarity	0.6555	NPC70259
Remote Similarity	0.6553	NPC283207
Remote Similarity	0.6553	NPC112676
Remote Similarity	0.6552	NPC315913
Remote Similarity	0.655	NPC9475
Remote Similarity	0.6542	NPC87714
Remote Similarity	0.6537	NPC69213
Remote Similarity	0.6535	NPC475253
Remote Similarity	0.6531	NPC475393
Remote Similarity	0.6528	NPC29647
Remote Similarity	0.6526	NPC52801
Remote Similarity	0.6526	NPC184161
Remote Similarity	0.6526	NPC219383
Remote Similarity	0.6524	NPC234318
Remote Similarity	0.6524	NPC70956
Remote Similarity	0.6524	NPC243834
Remote Similarity	0.6522	NPC22476
Remote Similarity	0.6522	NPC281581
Remote Similarity	0.652	NPC28425
Remote Similarity	0.6514	NPC471532
Remote Similarity	0.651	NPC212699
Remote Similarity	0.651	NPC207675
Remote Similarity	0.6507	NPC43787
Remote Similarity	0.6507	NPC205934
Remote Similarity	0.6502	NPC311936
Remote Similarity	0.6502	NPC314656
Remote Similarity	0.6502	NPC314213
Remote Similarity	0.6498	NPC201697
Remote Similarity	0.6495	NPC162484
Remote Similarity	0.6495	NPC79328
Remote Similarity	0.649	NPC41122
Remote Similarity	0.649	NPC318805
Remote Similarity	0.6481	NPC469450
Remote Similarity	0.648	NPC254700
Remote Similarity	0.6476	NPC303214
Remote Similarity	0.6473	NPC174629
Remote Similarity	0.6471	NPC195538
Remote Similarity	0.6471	NPC152768
Remote Similarity	0.6471	NPC119579
Remote Similarity	0.6471	NPC148183
Remote Similarity	0.6465	NPC156728
Remote Similarity	0.6465	NPC195392
Remote Similarity	0.6465	NPC244606
Remote Similarity	0.646	NPC115588
Remote Similarity	0.6456	NPC219170
Remote Similarity	0.6456	NPC180253
Remote Similarity	0.6456	NPC249996
Remote Similarity	0.6453	NPC314025
Remote Similarity	0.6452	NPC205926
Remote Similarity	0.6452	NPC473922
Remote Similarity	0.6444	NPC246913
Remote Similarity	0.6442	NPC11296
Remote Similarity	0.6442	NPC48490
Remote Similarity	0.6442	NPC175890
Remote Similarity	0.6442	NPC82457
Remote Similarity	0.6442	NPC274661
Remote Similarity	0.6439	NPC476202
Remote Similarity	0.6439	NPC276060
Remote Similarity	0.6438	NPC151171
Remote Similarity	0.6432	NPC11017
Remote Similarity	0.6429	NPC29472
Remote Similarity	0.6429	NPC256124
Remote Similarity	0.6429	NPC128115
Remote Similarity	0.6429	NPC85381
Remote Similarity	0.6426	NPC469452
Remote Similarity	0.6426	NPC469451
Remote Similarity	0.6425	NPC477186
Remote Similarity	0.6425	NPC316297
Remote Similarity	0.6425	NPC66191
Remote Similarity	0.6425	NPC314817
Remote Similarity	0.6422	NPC243454
Remote Similarity	0.6422	NPC119068
Remote Similarity	0.6422	NPC40496
Remote Similarity	0.6422	NPC475794
Remote Similarity	0.6422	NPC475133
Remote Similarity	0.6422	NPC475479
Remote Similarity	0.6418	NPC473432
Remote Similarity	0.6416	NPC473667
Remote Similarity	0.6414	NPC470936
Remote Similarity	0.6414	NPC209377
Remote Similarity	0.6411	NPC475754
Remote Similarity	0.6411	NPC60295
Remote Similarity	0.6411	NPC191132
Remote Similarity	0.641	NPC206736
Remote Similarity	0.641	NPC231862
Remote Similarity	0.641	NPC195766
Remote Similarity	0.6409	NPC470392
Remote Similarity	0.6409	NPC471953
Remote Similarity	0.6406	NPC193777
Remote Similarity	0.6404	NPC241704
Remote Similarity	0.6402	NPC214368
Remote Similarity	0.64	NPC280799
Remote Similarity	0.64	NPC198503
Remote Similarity	0.6396	NPC471531
Remote Similarity	0.6394	NPC474904
Remote Similarity	0.639	NPC257269
Remote Similarity	0.639	NPC239584
Remote Similarity	0.639	NPC474607
Remote Similarity	0.639	NPC230276
Remote Similarity	0.6386	NPC474902
Remote Similarity	0.6384	NPC473179
Remote Similarity	0.6382	NPC223077
Remote Similarity	0.6382	NPC68328
Remote Similarity	0.6382	NPC256012
Remote Similarity	0.6382	NPC56887
Remote Similarity	0.6382	NPC240841
Remote Similarity	0.6382	NPC317272
Remote Similarity	0.6382	NPC193853
Remote Similarity	0.6382	NPC250846
Remote Similarity	0.6382	NPC90984
Remote Similarity	0.6382	NPC268503
Remote Similarity	0.6382	NPC42549
Remote Similarity	0.6381	NPC203972
Remote Similarity	0.6381	NPC24260
Remote Similarity	0.6378	NPC133470
Remote Similarity	0.6378	NPC289776
Remote Similarity	0.6378	NPC191863
Remote Similarity	0.6376	NPC475910
Remote Similarity	0.6374	NPC105541
Remote Similarity	0.6371	NPC329932
Remote Similarity	0.6368	NPC474953
Remote Similarity	0.6368	NPC158277
Remote Similarity	0.6368	NPC472191
Remote Similarity	0.6364	NPC203628
Remote Similarity	0.6364	NPC87413
Remote Similarity	0.6364	NPC471314
Remote Similarity	0.6364	NPC471315
Remote Similarity	0.6359	NPC473007
Remote Similarity	0.6359	NPC73492
Remote Similarity	0.6359	NPC247639
Remote Similarity	0.6359	NPC249405

Drug Structure

NPD8249 OpenBabel08211713002D 55 60 0 0 1 0 0 0 0 0999 V2000 0.0000 -3.0000 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 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5215 -3.4604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7747 -7.3836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7784 -2.7912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2198 -7.2791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -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 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3136 -4.4385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3625 -6.5746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8273 -3.1002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6265 -6.3656 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 2.5981 -1.5000 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 6.9282 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 5.1962 -3.0000 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 2.5981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3625 -4.7475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9558 -5.6611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6194 -4.0784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0387 -5.5565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2466 -4.5784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 1 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 -0.5000 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 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 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 3.4641 -2.0000 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 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1192 1.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 1.4067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 17 1 0 0 0 0 10 20 1 0 0 0 0 11 26 1 0 0 0 0 12 26 1 0 0 0 0 13 29 2 0 0 0 0 14 30 2 0 0 0 0 15 31 2 0 0 0 0 16 32 2 0 0 0 0 18 19 2 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 20 41 1 0 0 0 0 21 25 2 0 0 0 0 21 37 1 0 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 23 36 1 0 0 0 0 24 33 1 0 0 0 0 24 49 1 0 0 0 0 25 28 1 0 0 0 0 27 42 1 0 0 0 0 28 36 2 0 0 0 0 29 30 1 0 0 0 0 29 31 1 0 0 0 0 30 32 1 0 0 0 0 31 33 1 0 0 0 0 32 33 1 0 0 0 0 34 17 1 6 0 0 0 34 38 1 0 0 0 0 34 43 1 0 0 0 0 35 22 1 6 0 0 0 35 39 1 0 0 0 0 35 44 1 0 0 0 0 36 50 1 0 0 0 0 37 45 2 0 0 0 0 37 50 1 0 0 0 0 38 42 2 3 0 0 0 38 46 1 0 0 0 0 39 43 2 3 0 0 0 39 47 1 0 0 0 0 40 44 2 3 0 0 0 40 48 1 0 0 0 0 40 49 1 0 0 0 0 41 51 1 0 0 0 0 41 52 1 0 0 0 0 46 53 1 0 0 0 0 47 54 1 0 0 0 0 48 55 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000393
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16219413
ChEBI
CAS Number

Drug Properties

Molecular Weight	678.34
ALogP	-1.3201
MLogP	4.76
XLogP	11.054
HDA	9
HBD	4
Rotatable Bonds	19
TPSA	159.32
RO5 Violation	2