NPASS drugs

Drug Information

Drug ID:	NPD8013
Drug Name:
Molecular Formula:	C36H44N6O6
Canonical SMILES:	O=Cn1cc(c2c1cccc2)C[C@H](C(=N[C@@H](C(=O)O)Cc1c[nH]c2c1cccc2)O)N=C([C@@H](N=C(N1CCCCCC1)O)CC(C)C)O
Standard InCHI:	InChI=1S/C36H44N6O6/c1-23(2)17-29(40-36(48)41-15-9-3-4-10-16-41)33(44)38-30(19-25-21-42(22-43)32-14-8-6-12-27(25)32)34(45)39-31(35(46)47)18-24-20-37-28-13-7-5-11-26(24)28/h5-8,11-14,20-23,29-31,37H,3-4,9-10,15-19H2,1-2H3,(H,38,44)(H,39,45)(H,40,48)(H,46,47)/t29-,30+,31+/m0/s1
Standard InCHIKey:	QHSRPPJQBFQWSC-OJDZSJEKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8013

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	260
0.1-0.2	1524
0.2-0.3	10356
0.3-0.4	13821
0.4-0.5	1864
0.5-0.6	1604
0.6-0.7	1027
0.7-0.8	383
0.8-0.85	42
0.85-0.9	9
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
High Similarity	0.8969	NPC473376
High Similarity	0.893	NPC321708
High Similarity	0.8788	NPC478158
High Similarity	0.8706	NPC54744
High Similarity	0.8663	NPC478157
High Similarity	0.8657	NPC75634
High Similarity	0.8593	NPC54420
High Similarity	0.8534	NPC213629
High Similarity	0.8507	NPC162860
Intermediate Similarity	0.8469	NPC171317
Intermediate Similarity	0.8426	NPC293917
Intermediate Similarity	0.8396	NPC267885
Intermediate Similarity	0.8342	NPC110500
Intermediate Similarity	0.8342	NPC203468
Intermediate Similarity	0.8342	NPC149155
Intermediate Similarity	0.8333	NPC320968
Intermediate Similarity	0.8333	NPC94752
Intermediate Similarity	0.8333	NPC235684
Intermediate Similarity	0.8307	NPC248041
Intermediate Similarity	0.8307	NPC283219
Intermediate Similarity	0.8307	NPC126709
Intermediate Similarity	0.83	NPC476874
Intermediate Similarity	0.83	NPC193761
Intermediate Similarity	0.829	NPC17059
Intermediate Similarity	0.8283	NPC473640
Intermediate Similarity	0.8269	NPC281049
Intermediate Similarity	0.8254	NPC145885
Intermediate Similarity	0.8254	NPC84827
Intermediate Similarity	0.8254	NPC14113
Intermediate Similarity	0.825	NPC475506
Intermediate Similarity	0.8241	NPC100321
Intermediate Similarity	0.8209	NPC155143
Intermediate Similarity	0.8182	NPC477714
Intermediate Similarity	0.8158	NPC59269
Intermediate Similarity	0.8148	NPC89987
Intermediate Similarity	0.8135	NPC228835
Intermediate Similarity	0.8128	NPC78020
Intermediate Similarity	0.8116	NPC31385
Intermediate Similarity	0.8116	NPC75726
Intermediate Similarity	0.8116	NPC110602
Intermediate Similarity	0.8115	NPC213468
Intermediate Similarity	0.8075	NPC64216
Intermediate Similarity	0.8075	NPC160105
Intermediate Similarity	0.8058	NPC223791
Intermediate Similarity	0.8058	NPC107077
Intermediate Similarity	0.805	NPC227582
Intermediate Similarity	0.8048	NPC477715
Intermediate Similarity	0.8029	NPC6865
Intermediate Similarity	0.8029	NPC153980
Intermediate Similarity	0.802	NPC252338
Intermediate Similarity	0.8	NPC314603
Intermediate Similarity	0.7981	NPC473317
Intermediate Similarity	0.7981	NPC72956
Intermediate Similarity	0.798	NPC473763
Intermediate Similarity	0.798	NPC117244
Intermediate Similarity	0.7972	NPC69843
Intermediate Similarity	0.7958	NPC469938
Intermediate Similarity	0.7943	NPC471194
Intermediate Similarity	0.7943	NPC471193
Intermediate Similarity	0.7941	NPC476073
Intermediate Similarity	0.7927	NPC11126
Intermediate Similarity	0.7917	NPC319232
Intermediate Similarity	0.7917	NPC24370
Intermediate Similarity	0.7915	NPC471192
Intermediate Similarity	0.7895	NPC82370
Intermediate Similarity	0.7887	NPC91179
Intermediate Similarity	0.7884	NPC474561
Intermediate Similarity	0.7884	NPC49954
Intermediate Similarity	0.7882	NPC74413
Intermediate Similarity	0.7874	NPC323927
Intermediate Similarity	0.7874	NPC477065
Intermediate Similarity	0.7873	NPC478028
Intermediate Similarity	0.7871	NPC262898
Intermediate Similarity	0.787	NPC125597
Intermediate Similarity	0.7842	NPC63751
Intermediate Similarity	0.7835	NPC55772
Intermediate Similarity	0.7833	NPC131887
Intermediate Similarity	0.7822	NPC179701
Intermediate Similarity	0.7817	NPC99939
Intermediate Similarity	0.7817	NPC308931
Intermediate Similarity	0.7808	NPC326363
Intermediate Similarity	0.7803	NPC478029
Intermediate Similarity	0.7784	NPC111275
Intermediate Similarity	0.7778	NPC62749
Intermediate Similarity	0.7773	NPC474877
Intermediate Similarity	0.7773	NPC207020
Intermediate Similarity	0.7767	NPC260900
Intermediate Similarity	0.7748	NPC325976
Intermediate Similarity	0.7746	NPC36405
Intermediate Similarity	0.7745	NPC67288
Intermediate Similarity	0.7744	NPC219336
Intermediate Similarity	0.7736	NPC229348
Intermediate Similarity	0.7727	NPC477176
Intermediate Similarity	0.7727	NPC470729
Intermediate Similarity	0.7727	NPC15102
Intermediate Similarity	0.7725	NPC282231
Intermediate Similarity	0.7718	NPC300183
Intermediate Similarity	0.7717	NPC476491
Intermediate Similarity	0.7706	NPC314882
Intermediate Similarity	0.7703	NPC323752
Intermediate Similarity	0.77	NPC313640
Intermediate Similarity	0.7692	NPC217372
Intermediate Similarity	0.7692	NPC15573
Intermediate Similarity	0.7692	NPC64436
Intermediate Similarity	0.7692	NPC183662
Intermediate Similarity	0.7688	NPC315555
Intermediate Similarity	0.7679	NPC28945
Intermediate Similarity	0.7677	NPC165495
Intermediate Similarity	0.7672	NPC279918
Intermediate Similarity	0.7667	NPC314957
Intermediate Similarity	0.7665	NPC477109
Intermediate Similarity	0.7665	NPC477108
Intermediate Similarity	0.7665	NPC477107
Intermediate Similarity	0.7664	NPC470732
Intermediate Similarity	0.7662	NPC329858
Intermediate Similarity	0.7656	NPC471191
Intermediate Similarity	0.765	NPC478006
Intermediate Similarity	0.7647	NPC80597
Intermediate Similarity	0.7647	NPC211572
Intermediate Similarity	0.7647	NPC70922
Intermediate Similarity	0.7647	NPC212376
Intermediate Similarity	0.7647	NPC75540
Intermediate Similarity	0.7647	NPC11445
Intermediate Similarity	0.7638	NPC280290
Intermediate Similarity	0.7624	NPC476460
Intermediate Similarity	0.7621	NPC17487
Intermediate Similarity	0.7621	NPC201831
Intermediate Similarity	0.7617	NPC474412
Intermediate Similarity	0.7614	NPC469896
Intermediate Similarity	0.7604	NPC54988
Intermediate Similarity	0.7602	NPC56109
Intermediate Similarity	0.7602	NPC191382
Intermediate Similarity	0.7598	NPC157828
Intermediate Similarity	0.7598	NPC195239
Intermediate Similarity	0.7594	NPC469760
Intermediate Similarity	0.7594	NPC469763
Intermediate Similarity	0.7594	NPC469786
Intermediate Similarity	0.7594	NPC259644
Intermediate Similarity	0.7594	NPC73952
Intermediate Similarity	0.7594	NPC469765
Intermediate Similarity	0.7594	NPC25008
Intermediate Similarity	0.7592	NPC194640
Intermediate Similarity	0.7578	NPC63031
Intermediate Similarity	0.7576	NPC233936
Intermediate Similarity	0.7576	NPC71037
Intermediate Similarity	0.7574	NPC314333
Intermediate Similarity	0.7566	NPC469762
Intermediate Similarity	0.7565	NPC201700
Intermediate Similarity	0.7563	NPC248462
Intermediate Similarity	0.7546	NPC472285
Intermediate Similarity	0.7545	NPC220852
Intermediate Similarity	0.7534	NPC155444
Intermediate Similarity	0.7534	NPC475969
Intermediate Similarity	0.7534	NPC475859
Intermediate Similarity	0.7526	NPC135141
Intermediate Similarity	0.7526	NPC92796
Intermediate Similarity	0.7525	NPC16659
Intermediate Similarity	0.7525	NPC175474
Intermediate Similarity	0.7524	NPC272483
Intermediate Similarity	0.7523	NPC33949
Intermediate Similarity	0.7522	NPC285343
Intermediate Similarity	0.7513	NPC469785
Intermediate Similarity	0.7512	NPC294693
Intermediate Similarity	0.7512	NPC475736
Intermediate Similarity	0.7511	NPC297642
Intermediate Similarity	0.75	NPC315491
Intermediate Similarity	0.75	NPC45459
Intermediate Similarity	0.75	NPC311276
Intermediate Similarity	0.7489	NPC470730
Intermediate Similarity	0.7489	NPC477175
Intermediate Similarity	0.7487	NPC53947
Intermediate Similarity	0.7475	NPC265710
Intermediate Similarity	0.7467	NPC63279
Intermediate Similarity	0.7465	NPC477114
Intermediate Similarity	0.7465	NPC469743
Intermediate Similarity	0.7465	NPC271862
Intermediate Similarity	0.7458	NPC315467
Intermediate Similarity	0.7455	NPC477177
Intermediate Similarity	0.7451	NPC243716
Intermediate Similarity	0.7431	NPC473310
Intermediate Similarity	0.7427	NPC478009
Intermediate Similarity	0.7427	NPC478010
Intermediate Similarity	0.7426	NPC474707
Intermediate Similarity	0.7424	NPC248454
Intermediate Similarity	0.7422	NPC165743
Intermediate Similarity	0.7421	NPC229893
Intermediate Similarity	0.7419	NPC470731
Intermediate Similarity	0.7418	NPC258062
Intermediate Similarity	0.7418	NPC127677
Intermediate Similarity	0.7417	NPC125181
Intermediate Similarity	0.7417	NPC242872
Intermediate Similarity	0.7417	NPC263117
Intermediate Similarity	0.7417	NPC314056
Intermediate Similarity	0.7416	NPC470497
Intermediate Similarity	0.7415	NPC477167
Intermediate Similarity	0.7415	NPC473342
Intermediate Similarity	0.7404	NPC470499
Intermediate Similarity	0.74	NPC113626
Intermediate Similarity	0.7395	NPC54981
Intermediate Similarity	0.7393	NPC317701

Drug Structure

NPD8013 OpenBabel08211712032D 53 57 0 0 1 0 0 0 0 0999 V2000 4.7234 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3785 2.3196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7412 5.1863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5187 4.2113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7425 1.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4499 -1.7060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6010 1.7348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5765 -2.1930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1177 5.9681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6177 3.7775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8691 1.7088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4649 -0.7061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5860 2.7346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7181 -1.6801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1177 5.9681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7168 4.2113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1088 3.4977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1262 3.1442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0934 1.5210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4941 4.2862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4204 0.9074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9811 -0.1933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4036 2.5421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1011 3.3667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4132 0.7880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8542 2.7087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6065 -0.1932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7126 3.2216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1339 3.7202 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7986 2.4766 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4460 3.8772 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7331 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4537 2.9871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8237 2.6991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7407 4.8328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5193 5.4088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4901 4.1966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4788 3.2096 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5289 3.6547 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8391 4.6757 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4942 5.1863 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 -1.3044 -1.1396 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7485 2.0315 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1435 1.9661 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0606 5.5658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7157 5.0553 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2246 6.3644 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1480 4.9496 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0683 1.2985 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 2.1886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0104 6.0109 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9047 7.0974 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 26 2 0 0 0 0 12 27 2 0 0 0 0 13 28 2 0 0 0 0 14 32 2 0 0 0 0 15 41 1 0 0 0 0 16 41 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 24 2 0 0 0 0 20 37 1 0 0 0 0 21 25 2 0 0 0 0 21 42 1 0 0 0 0 22 42 1 0 0 0 0 22 43 2 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 27 32 1 0 0 0 0 28 37 1 0 0 0 0 29 17 1 1 0 0 0 29 33 1 0 0 0 0 29 40 1 0 0 0 0 30 19 1 6 0 0 0 30 34 1 0 0 0 0 30 38 1 0 0 0 0 31 18 1 6 0 0 0 31 35 1 0 0 0 0 31 39 1 0 0 0 0 32 42 1 0 0 0 0 33 38 2 3 0 0 0 33 44 1 0 0 0 0 34 39 2 3 0 0 0 34 45 1 0 0 0 0 35 46 2 0 0 0 0 35 47 1 0 0 0 0 36 40 2 3 0 0 0 36 41 1 0 0 0 0 36 48 1 0 0 0 0 37 49 1 0 0 0 0 44 50 1 0 0 0 0 45 51 1 0 0 0 0 47 52 1 0 0 0 0 48 53 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000343
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	123905
ChEBI
CAS Number

Drug Properties

Molecular Weight	656.33
ALogP	-2.2484
MLogP	4.1
XLogP	6.316
HDA	12
HBD	5
Rotatable Bonds	20
TPSA	176.1
RO5 Violation	3