NPASS drugs

Drug Information

Drug ID:	NPD8458
Drug Name:
Molecular Formula:	C46H56N12O6
Canonical SMILES:	NCCCCC(C(=N)O)N=C(C(N=C(C(Cc1c[nH]c2c1cccc2)N=C(C(N=C(C(Cc1c[nH]c2c1cccc2)N=C(C(Cc1cnc[nH]1)N)O)O)C)O)O)Cc1ccccc1)O
Standard InCHI:	InChI=1S/C46H56N12O6/c1-27(54-44(62)39(20-29-23-51-35-15-7-5-13-32(29)35)57-43(61)34(48)22-31-25-50-26-53-31)42(60)56-40(21-30-24-52-36-16-8-6-14-33(30)36)46(64)58-38(19-28-11-3-2-4-12-28)45(63)55-37(41(49)59)17-9-10-18-47/h2-8,11-16,23-27,34,37-40,51-52H,9-10,17-22,47-48H2,1H3,(H2,49,59)(H,50,53)(H,54,62)(H,55,63)(H,56,60)(H,57,61)(H,58,64)
Standard InCHIKey:	WZHKXNSOCOQYQX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8458

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	458
0.1-0.2	3482
0.2-0.3	16638
0.3-0.4	6097
0.4-0.5	1798
0.5-0.6	1323
0.6-0.7	833
0.7-0.8	255
0.8-0.85	5
0.85-0.9	1
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	0.8708	NPC69843
Intermediate Similarity	0.8293	NPC54981
Intermediate Similarity	0.8213	NPC282247
Intermediate Similarity	0.8211	NPC59269
Intermediate Similarity	0.8146	NPC71238
Intermediate Similarity	0.8144	NPC15102
Intermediate Similarity	0.7958	NPC314603
Intermediate Similarity	0.7937	NPC160105
Intermediate Similarity	0.7895	NPC63751
Intermediate Similarity	0.7882	NPC171317
Intermediate Similarity	0.787	NPC130570
Intermediate Similarity	0.7857	NPC320968
Intermediate Similarity	0.7826	NPC473376
Intermediate Similarity	0.7816	NPC193761
Intermediate Similarity	0.7804	NPC477714
Intermediate Similarity	0.7757	NPC267811
Intermediate Similarity	0.7757	NPC238945
Intermediate Similarity	0.7757	NPC477715
Intermediate Similarity	0.7751	NPC54420
Intermediate Similarity	0.775	NPC213629
Intermediate Similarity	0.775	NPC321708
Intermediate Similarity	0.7749	NPC474561
Intermediate Similarity	0.7749	NPC49954
Intermediate Similarity	0.7743	NPC171393
Intermediate Similarity	0.7743	NPC295452
Intermediate Similarity	0.7727	NPC156003
Intermediate Similarity	0.7684	NPC282231
Intermediate Similarity	0.7684	NPC470203
Intermediate Similarity	0.7678	NPC162860
Intermediate Similarity	0.7674	NPC477114
Intermediate Similarity	0.767	NPC100321
Intermediate Similarity	0.7665	NPC39092
Intermediate Similarity	0.7653	NPC31385
Intermediate Similarity	0.7653	NPC75726
Intermediate Similarity	0.7653	NPC75634
Intermediate Similarity	0.7653	NPC110602
Intermediate Similarity	0.7635	NPC477167
Intermediate Similarity	0.7635	NPC473342
Intermediate Similarity	0.7633	NPC23420
Intermediate Similarity	0.7633	NPC106771
Intermediate Similarity	0.7633	NPC205254
Intermediate Similarity	0.7633	NPC303820
Intermediate Similarity	0.7632	NPC470204
Intermediate Similarity	0.7632	NPC279918
Intermediate Similarity	0.763	NPC116555
Intermediate Similarity	0.7621	NPC473640
Intermediate Similarity	0.7619	NPC216643
Intermediate Similarity	0.7606	NPC211572
Intermediate Similarity	0.7606	NPC80597
Intermediate Similarity	0.7606	NPC70922
Intermediate Similarity	0.7606	NPC212376
Intermediate Similarity	0.7606	NPC75540
Intermediate Similarity	0.7596	NPC52909
Intermediate Similarity	0.7596	NPC475935
Intermediate Similarity	0.7596	NPC94211
Intermediate Similarity	0.7583	NPC473362
Intermediate Similarity	0.7583	NPC166492
Intermediate Similarity	0.7553	NPC469765
Intermediate Similarity	0.7553	NPC469763
Intermediate Similarity	0.7553	NPC73952
Intermediate Similarity	0.7553	NPC469760
Intermediate Similarity	0.7553	NPC469786
Intermediate Similarity	0.7553	NPC25008
Intermediate Similarity	0.7553	NPC259644
Intermediate Similarity	0.7552	NPC317105
Intermediate Similarity	0.7552	NPC194640
Intermediate Similarity	0.7547	NPC314957
Intermediate Similarity	0.754	NPC477633
Intermediate Similarity	0.7536	NPC265576
Intermediate Similarity	0.7535	NPC54744
Intermediate Similarity	0.7512	NPC223791
Intermediate Similarity	0.7512	NPC107077
Intermediate Similarity	0.7512	NPC475506
Intermediate Similarity	0.75	NPC478157
Intermediate Similarity	0.75	NPC293917
Intermediate Similarity	0.75	NPC63109
Intermediate Similarity	0.7488	NPC471603
Intermediate Similarity	0.7487	NPC135141
Intermediate Similarity	0.7487	NPC92796
Intermediate Similarity	0.7476	NPC155143
Intermediate Similarity	0.7475	NPC94752
Intermediate Similarity	0.7474	NPC54988
Intermediate Similarity	0.7455	NPC471506
Intermediate Similarity	0.7454	NPC473757
Intermediate Similarity	0.7448	NPC122141
Intermediate Similarity	0.7435	NPC469762
Intermediate Similarity	0.743	NPC478158
Intermediate Similarity	0.7424	NPC280852
Intermediate Similarity	0.7419	NPC250835
Intermediate Similarity	0.7418	NPC323927
Intermediate Similarity	0.7407	NPC6865
Intermediate Similarity	0.7407	NPC153980
Intermediate Similarity	0.7406	NPC475070
Intermediate Similarity	0.7404	NPC227582
Intermediate Similarity	0.7401	NPC325976
Intermediate Similarity	0.74	NPC16659
Intermediate Similarity	0.7395	NPC74619
Intermediate Similarity	0.7393	NPC476874
Intermediate Similarity	0.7387	NPC248454
Intermediate Similarity	0.7385	NPC472027
Intermediate Similarity	0.7385	NPC49217
Intermediate Similarity	0.7382	NPC469785
Intermediate Similarity	0.7381	NPC252338
Intermediate Similarity	0.7379	NPC477166
Intermediate Similarity	0.7379	NPC304187
Intermediate Similarity	0.7376	NPC472294
Intermediate Similarity	0.7374	NPC317054
Intermediate Similarity	0.7371	NPC311276
Intermediate Similarity	0.7371	NPC475288
Intermediate Similarity	0.7368	NPC478028
Intermediate Similarity	0.7368	NPC325903
Intermediate Similarity	0.7363	NPC233936
Intermediate Similarity	0.7361	NPC72956
Intermediate Similarity	0.7354	NPC53947
Intermediate Similarity	0.7352	NPC476041
Intermediate Similarity	0.7352	NPC304926
Intermediate Similarity	0.735	NPC265710
Intermediate Similarity	0.7348	NPC477861
Intermediate Similarity	0.7347	NPC201700
Intermediate Similarity	0.7318	NPC473310
Intermediate Similarity	0.7313	NPC267078
Intermediate Similarity	0.7313	NPC935
Intermediate Similarity	0.7309	NPC64216
Intermediate Similarity	0.7304	NPC62749
Intermediate Similarity	0.7304	NPC478029
Intermediate Similarity	0.73	NPC473380
Intermediate Similarity	0.73	NPC240088
Intermediate Similarity	0.7297	NPC473317
Intermediate Similarity	0.7287	NPC288838
Intermediate Similarity	0.7281	NPC474357
Intermediate Similarity	0.7269	NPC474877
Intermediate Similarity	0.7269	NPC475969
Intermediate Similarity	0.7269	NPC475859
Intermediate Similarity	0.7269	NPC470323
Intermediate Similarity	0.7268	NPC17059
Intermediate Similarity	0.7255	NPC188387
Intermediate Similarity	0.7255	NPC163421
Intermediate Similarity	0.7253	NPC477109
Intermediate Similarity	0.7253	NPC477108
Intermediate Similarity	0.7253	NPC477107
Intermediate Similarity	0.725	NPC267885
Intermediate Similarity	0.7248	NPC471193
Intermediate Similarity	0.7248	NPC471194
Intermediate Similarity	0.7241	NPC48938
Intermediate Similarity	0.7241	NPC163055
Intermediate Similarity	0.7237	NPC89987
Intermediate Similarity	0.7234	NPC314372
Intermediate Similarity	0.7231	NPC225018
Intermediate Similarity	0.7228	NPC300688
Intermediate Similarity	0.7227	NPC471192
Intermediate Similarity	0.7225	NPC477176
Intermediate Similarity	0.7225	NPC326363
Intermediate Similarity	0.7225	NPC477175
Intermediate Similarity	0.7225	NPC470730
Intermediate Similarity	0.7225	NPC470729
Intermediate Similarity	0.722	NPC235684
Intermediate Similarity	0.722	NPC474707
Intermediate Similarity	0.7216	NPC230869
Intermediate Similarity	0.7212	NPC324149
Intermediate Similarity	0.7211	NPC321911
Intermediate Similarity	0.721	NPC17487
Intermediate Similarity	0.721	NPC201831
Intermediate Similarity	0.7206	NPC165495
Intermediate Similarity	0.7205	NPC63279
Intermediate Similarity	0.7204	NPC131887
Intermediate Similarity	0.7203	NPC471564
Intermediate Similarity	0.7202	NPC82370
Intermediate Similarity	0.7202	NPC285469
Intermediate Similarity	0.72	NPC125597
Intermediate Similarity	0.72	NPC149155
Intermediate Similarity	0.72	NPC110500
Intermediate Similarity	0.72	NPC203468
Intermediate Similarity	0.7194	NPC40779
Intermediate Similarity	0.7193	NPC477177
Intermediate Similarity	0.7192	NPC307191
Intermediate Similarity	0.7184	NPC317030
Intermediate Similarity	0.7183	NPC469308
Intermediate Similarity	0.7178	NPC248041
Intermediate Similarity	0.7178	NPC126709
Intermediate Similarity	0.7178	NPC283219
Intermediate Similarity	0.7174	NPC297642
Intermediate Similarity	0.7173	NPC105818
Intermediate Similarity	0.7173	NPC24678
Intermediate Similarity	0.7171	NPC99939
Intermediate Similarity	0.7171	NPC308931
Intermediate Similarity	0.717	NPC74413
Intermediate Similarity	0.7168	NPC909
Intermediate Similarity	0.7168	NPC475338
Intermediate Similarity	0.7162	NPC165743
Intermediate Similarity	0.7162	NPC281049
Intermediate Similarity	0.7158	NPC469811
Intermediate Similarity	0.7158	NPC179787
Intermediate Similarity	0.7158	NPC201380
Intermediate Similarity	0.7156	NPC475422
Intermediate Similarity	0.7156	NPC5145
Intermediate Similarity	0.715	NPC173028
Intermediate Similarity	0.715	NPC476073
Intermediate Similarity	0.715	NPC65215
Intermediate Similarity	0.7143	NPC195314
Intermediate Similarity	0.7143	NPC87755

Drug Structure

NPD8458 OpenBabel08211713022D 78 83 0 0 1 0 0 0 0 0999 V2000 -5.6229 -2.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1944 5.4326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5253 4.6894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1726 5.2246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9210 -5.5778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5088 -6.3868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7762 5.3441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7543 5.1361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8343 3.7384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4816 4.2736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3277 -4.6642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5033 -6.2823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1070 4.6009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4234 5.8793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1215 2.5794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6010 -2.7996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2046 -2.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8611 -4.0597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9259 -2.2190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.5840 -3.6972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3138 -1.6407 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.8125 3.5304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9100 -3.7507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1827 -2.8881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3222 -4.5597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8956 -1.7292 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.9100 -5.3687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1289 4.8088 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0996 2.3715 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -7.2701 -2.0565 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0485 -0.2738 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.8199 5.7599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3357 -1.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9174 -1.5213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9611 -1.1054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7688 3.1146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7395 0.6773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4016 5.6714 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.5647 -0.9860 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4890 6.5030 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.7919 -2.7190 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.8611 -5.0597 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 -11.5895 -3.8017 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9830 -0.8975 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4597 4.0657 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0267 -0.4817 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.2483 -2.2644 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4087 1.4204 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8417 5.9678 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6666 -2.1759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6084 -0.5702 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6303 -0.3623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7469 2.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7614 0.8852 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.7106 4.7203 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0707 6.4145 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5428 -1.1939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2557 -0.0350 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4671 6.2951 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6701 -5.6475 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0895 -4.6677 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5327 6.9188 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9756 -3.1270 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2775 0.1729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3212 0.5888 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4160 3.6499 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4524 1.8362 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 2 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 18 1 0 0 0 0 11 28 2 0 0 0 0 12 28 1 0 0 0 0 13 32 2 0 0 0 0 14 33 2 0 0 0 0 15 35 2 0 0 0 0 16 36 2 0 0 0 0 17 37 1 0 0 0 0 18 47 1 0 0 0 0 19 28 1 0 0 0 0 19 38 1 0 0 0 0 20 29 1 0 0 0 0 20 39 1 0 0 0 0 21 30 1 0 0 0 0 21 40 1 0 0 0 0 22 31 1 0 0 0 0 22 34 1 0 0 0 0 23 29 2 0 0 0 0 23 51 1 0 0 0 0 24 30 2 0 0 0 0 24 52 1 0 0 0 0 25 31 2 0 0 0 0 25 50 1 0 0 0 0 26 50 2 0 0 0 0 26 53 1 0 0 0 0 27 42 1 0 0 0 0 27 54 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 31 53 1 0 0 0 0 32 35 1 0 0 0 0 33 36 1 0 0 0 0 34 43 1 0 0 0 0 34 48 1 0 0 0 0 35 51 1 0 0 0 0 36 52 1 0 0 0 0 37 41 1 0 0 0 0 37 55 1 0 0 0 0 38 45 1 0 0 0 0 38 58 1 0 0 0 0 39 44 1 0 0 0 0 39 57 1 0 0 0 0 40 46 1 0 0 0 0 40 56 1 0 0 0 0 41 49 2 0 0 0 0 41 59 1 0 0 0 0 42 56 2 3 0 0 0 42 60 1 0 0 0 0 43 57 2 3 0 0 0 43 61 1 0 0 0 0 44 54 2 3 0 0 0 44 62 1 0 0 0 0 45 55 2 3 0 0 0 45 63 1 0 0 0 0 46 58 2 3 0 0 0 46 64 1 0 0 0 0 47 65 1 0 0 0 0 47 66 1 0 0 0 0 48 67 1 0 0 0 0 48 68 1 0 0 0 0 49 69 1 0 0 0 0 51 70 1 0 0 0 0 52 71 1 0 0 0 0 53 72 1 0 0 0 0 59 73 1 0 0 0 0 60 74 1 0 0 0 0 61 75 1 0 0 0 0 62 76 1 0 0 0 0 63 77 1 0 0 0 0 64 78 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012565
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4345065
ChEBI
CAS Number

Drug Properties

Molecular Weight	872.44
ALogP	-4.5515
MLogP	4.54
XLogP	5.696
HDA	18
HBD	12
Rotatable Bonds	32
TPSA	319.33
RO5 Violation	4