NPASS drugs

Drug Information

Drug ID:	NPD5758
Drug Name:
Molecular Formula:	C23H34N6O2
Canonical SMILES:	CCC(COC(=O)[C@H]1NC[C@H]2[C@@H](C1)C[C@H](CC2)Nc1ccccc1c1nn[nH]n1)CC
Standard InCHI:	InChI=1S/C23H34N6O2/c1-3-15(4-2)14-31-23(30)21-12-17-11-18(10-9-16(17)13-24-21)25-20-8-6-5-7-19(20)22-26-28-29-27-22/h5-8,15-18,21,24-25H,3-4,9-14H2,1-2H3,(H,26,27,28,29)/t16-,17+,18-,21-/m0/s1
Standard InCHIKey:	KQDBQKHPLFHNIW-NYUBLWNDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5758

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	232
0.1-0.2	1170
0.2-0.3	7622
0.3-0.4	16152
0.4-0.5	2998
0.5-0.6	2304
0.6-0.7	410
0.7-0.8	2
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	0.7263	NPC469896
Intermediate Similarity	0.701	NPC474116
Remote Similarity	0.697	NPC329858
Remote Similarity	0.6943	NPC219336
Remote Similarity	0.6927	NPC162730
Remote Similarity	0.6923	NPC143533
Remote Similarity	0.6891	NPC183662
Remote Similarity	0.6891	NPC15573
Remote Similarity	0.6891	NPC217372
Remote Similarity	0.6823	NPC285622
Remote Similarity	0.6809	NPC282339
Remote Similarity	0.6809	NPC99632
Remote Similarity	0.6804	NPC145885
Remote Similarity	0.6804	NPC14113
Remote Similarity	0.6804	NPC84827
Remote Similarity	0.68	NPC314333
Remote Similarity	0.6798	NPC245916
Remote Similarity	0.6791	NPC281049
Remote Similarity	0.6763	NPC476874
Remote Similarity	0.675	NPC175474
Remote Similarity	0.675	NPC196251
Remote Similarity	0.675	NPC102338
Remote Similarity	0.675	NPC111602
Remote Similarity	0.675	NPC63199
Remote Similarity	0.6748	NPC214428
Remote Similarity	0.6717	NPC472119
Remote Similarity	0.6714	NPC477065
Remote Similarity	0.6714	NPC475778
Remote Similarity	0.67	NPC81802
Remote Similarity	0.67	NPC247735
Remote Similarity	0.67	NPC472210
Remote Similarity	0.67	NPC472295
Remote Similarity	0.67	NPC269886
Remote Similarity	0.6698	NPC234999
Remote Similarity	0.6684	NPC248041
Remote Similarity	0.6684	NPC213468
Remote Similarity	0.6684	NPC126709
Remote Similarity	0.6667	NPC313985
Remote Similarity	0.6667	NPC49196
Remote Similarity	0.6667	NPC249150
Remote Similarity	0.6667	NPC81654
Remote Similarity	0.6667	NPC79129
Remote Similarity	0.6667	NPC195461
Remote Similarity	0.6651	NPC478158
Remote Similarity	0.665	NPC55493
Remote Similarity	0.6614	NPC193410
Remote Similarity	0.6605	NPC54744
Remote Similarity	0.6599	NPC283219
Remote Similarity	0.6585	NPC220151
Remote Similarity	0.6585	NPC19692
Remote Similarity	0.6584	NPC321708
Remote Similarity	0.6582	NPC267885
Remote Similarity	0.6579	NPC248117
Remote Similarity	0.6574	NPC478157
Remote Similarity	0.657	NPC52557
Remote Similarity	0.657	NPC50503
Remote Similarity	0.6569	NPC472113
Remote Similarity	0.6569	NPC472292
Remote Similarity	0.6567	NPC94752
Remote Similarity	0.6567	NPC235684
Remote Similarity	0.6553	NPC472116
Remote Similarity	0.6552	NPC472112
Remote Similarity	0.6535	NPC181928
Remote Similarity	0.6531	NPC469938
Remote Similarity	0.6531	NPC149155
Remote Similarity	0.6531	NPC110500
Remote Similarity	0.6531	NPC203468
Remote Similarity	0.6528	NPC472291
Remote Similarity	0.652	NPC472097
Remote Similarity	0.6509	NPC277350
Remote Similarity	0.6505	NPC57994
Remote Similarity	0.6505	NPC289299
Remote Similarity	0.6492	NPC225319
Remote Similarity	0.6486	NPC64216
Remote Similarity	0.6474	NPC61013
Remote Similarity	0.6473	NPC472293
Remote Similarity	0.6471	NPC473298
Remote Similarity	0.6462	NPC473376
Remote Similarity	0.6459	NPC241024
Remote Similarity	0.6459	NPC472296
Remote Similarity	0.6459	NPC472297
Remote Similarity	0.6453	NPC472323
Remote Similarity	0.6445	NPC193761
Remote Similarity	0.644	NPC36495
Remote Similarity	0.6436	NPC79062
Remote Similarity	0.6436	NPC472107
Remote Similarity	0.6429	NPC199851
Remote Similarity	0.6429	NPC126492
Remote Similarity	0.6429	NPC294909
Remote Similarity	0.6429	NPC254240
Remote Similarity	0.6429	NPC128265
Remote Similarity	0.6429	NPC312870
Remote Similarity	0.6425	NPC271797
Remote Similarity	0.6425	NPC21174
Remote Similarity	0.6422	NPC477979
Remote Similarity	0.6418	NPC159963
Remote Similarity	0.6414	NPC264482
Remote Similarity	0.6414	NPC203202
Remote Similarity	0.6413	NPC475271
Remote Similarity	0.641	NPC224970
Remote Similarity	0.641	NPC223595
Remote Similarity	0.641	NPC167724
Remote Similarity	0.6406	NPC75634
Remote Similarity	0.6404	NPC66210
Remote Similarity	0.64	NPC15840
Remote Similarity	0.6396	NPC161861
Remote Similarity	0.6386	NPC258480
Remote Similarity	0.6382	NPC234987
Remote Similarity	0.6373	NPC176983
Remote Similarity	0.6364	NPC189812
Remote Similarity	0.6364	NPC329688
Remote Similarity	0.6359	NPC117244
Remote Similarity	0.6359	NPC472115
Remote Similarity	0.6359	NPC25401
Remote Similarity	0.6359	NPC472114
Remote Similarity	0.6359	NPC473763
Remote Similarity	0.6355	NPC259626
Remote Similarity	0.6347	NPC313640
Remote Similarity	0.6346	NPC34717
Remote Similarity	0.6346	NPC181502
Remote Similarity	0.6346	NPC85066
Remote Similarity	0.6344	NPC264589
Remote Similarity	0.6337	NPC472110
Remote Similarity	0.6337	NPC19679
Remote Similarity	0.6337	NPC472109
Remote Similarity	0.6337	NPC472104
Remote Similarity	0.6327	NPC78020
Remote Similarity	0.6313	NPC123839
Remote Similarity	0.6313	NPC177261
Remote Similarity	0.6308	NPC185742
Remote Similarity	0.6308	NPC475847
Remote Similarity	0.6308	NPC477975
Remote Similarity	0.6305	NPC2933
Remote Similarity	0.6305	NPC228835
Remote Similarity	0.6302	NPC123241
Remote Similarity	0.6293	NPC14994
Remote Similarity	0.629	NPC471197
Remote Similarity	0.6287	NPC233936
Remote Similarity	0.6286	NPC90967
Remote Similarity	0.6286	NPC262898
Remote Similarity	0.6283	NPC473297
Remote Similarity	0.6276	NPC160105
Remote Similarity	0.6276	NPC214960
Remote Similarity	0.6276	NPC279527
Remote Similarity	0.6275	NPC52262
Remote Similarity	0.6275	NPC133003
Remote Similarity	0.6269	NPC6974
Remote Similarity	0.6269	NPC99043
Remote Similarity	0.6269	NPC218594
Remote Similarity	0.6264	NPC287358
Remote Similarity	0.6262	NPC476098
Remote Similarity	0.6262	NPC213629
Remote Similarity	0.6261	NPC471198
Remote Similarity	0.6256	NPC139291
Remote Similarity	0.6256	NPC256288
Remote Similarity	0.6256	NPC472108
Remote Similarity	0.6256	NPC118940
Remote Similarity	0.6256	NPC318299
Remote Similarity	0.625	NPC54420
Remote Similarity	0.625	NPC243850
Remote Similarity	0.6244	NPC474707
Remote Similarity	0.6244	NPC201700
Remote Similarity	0.6244	NPC330009
Remote Similarity	0.6244	NPC469928
Remote Similarity	0.6239	NPC125597
Remote Similarity	0.6238	NPC179701
Remote Similarity	0.6238	NPC91179
Remote Similarity	0.6237	NPC309531
Remote Similarity	0.6237	NPC472102
Remote Similarity	0.6232	NPC95783
Remote Similarity	0.6231	NPC472123
Remote Similarity	0.623	NPC478076
Remote Similarity	0.6228	NPC56109
Remote Similarity	0.6228	NPC191382
Remote Similarity	0.6227	NPC229348
Remote Similarity	0.6227	NPC317752
Remote Similarity	0.6226	NPC293917
Remote Similarity	0.6222	NPC155444
Remote Similarity	0.6221	NPC266249
Remote Similarity	0.6221	NPC470280
Remote Similarity	0.6219	NPC14325
Remote Similarity	0.6219	NPC28848
Remote Similarity	0.6218	NPC222029
Remote Similarity	0.6214	NPC317030
Remote Similarity	0.6212	NPC280548
Remote Similarity	0.6212	NPC472118
Remote Similarity	0.6211	NPC24370
Remote Similarity	0.6211	NPC319232
Remote Similarity	0.6211	NPC472762
Remote Similarity	0.6211	NPC33421
Remote Similarity	0.6209	NPC229332
Remote Similarity	0.6207	NPC71037
Remote Similarity	0.6207	NPC113626
Remote Similarity	0.6205	NPC286871
Remote Similarity	0.6205	NPC293458
Remote Similarity	0.6205	NPC472121
Remote Similarity	0.6204	NPC18661
Remote Similarity	0.6202	NPC243716
Remote Similarity	0.6193	NPC162860
Remote Similarity	0.6193	NPC474561

Drug Structure

NPD5758 OpenBabel08211708292D 34 37 0 0 1 0 0 0 0 0999 V2000 -7.6449 7.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 8.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 6.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 8.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 6.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 7.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 2.1636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0468 2.6636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1808 1.1636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 4.1636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 5.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 3.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 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 -6.7788 5.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 5.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 4.1636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 1.1636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 15 1 0 0 0 0 4 15 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 19 2 0 0 0 0 8 20 2 0 0 0 0 9 10 1 0 0 0 0 10 18 1 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 24 1 0 0 0 0 14 15 1 0 0 0 0 14 31 1 0 0 0 0 16 9 1 1 0 0 0 16 17 1 0 0 0 0 17 11 1 1 0 0 0 18 25 1 1 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 20 25 1 0 0 0 0 21 23 1 6 0 0 0 21 24 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 23 30 2 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 26 28 1 0 0 0 0 27 29 2 0 0 0 0 28 29 1 0 0 0 0 28 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000128
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11249042
ChEBI
CAS Number

Drug Properties

Molecular Weight	426.27
ALogP	-2.4495
MLogP	3.11
XLogP	5.258
HDA	8
HBD	3
Rotatable Bonds	11
TPSA	104.82
RO5 Violation	1