NPASS drugs

Drug Information

Drug ID:	NPD8349
Drug Name:	Bizelesin
Molecular Formula:	C43H36Cl2N8O5
Canonical SMILES:	ClC[C@@H]1CN(c2c1c1c(C)c[nH]c1c(c2)O)C(=O)c1[nH]c2c(c1)cc(cc2)NC(=O)Nc1ccc2c(c1)cc([nH]2)C(=O)N1C[C@H](c2c1cc(O)c1c2c(C)c[nH]1)CCl
Standard InCHI:	InChI=1S/C43H36Cl2N8O5/c1-19-15-46-39-33(54)11-31-37(35(19)39)23(13-44)17-52(31)41(56)29-9-21-7-25(3-5-27(21)50-29)48-43(58)49-26-4-6-28-22(8-26)10-30(51-28)42(57)53-18-24(14-45)38-32(53)12-34(55)40-36(38)20(2)16-47-40/h3-12,15-16,23-24,46-47,50-51,54-55H,13-14,17-18H2,1-2H3,(H2,48,49,58)/t23-,24-/m1/s1
Standard InCHIKey:	FONKWHRXTPJODV-DNQXCXABSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8349

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	608
0.1-0.2	3588
0.2-0.3	9517
0.3-0.4	12279
0.4-0.5	2466
0.5-0.6	1714
0.6-0.7	671
0.7-0.8	46
0.8-0.85	1
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	0.8256	NPC315499
Intermediate Similarity	0.7891	NPC325976
Intermediate Similarity	0.7734	NPC326363
Intermediate Similarity	0.7636	NPC117980
Intermediate Similarity	0.763	NPC475746
Intermediate Similarity	0.749	NPC15801
Intermediate Similarity	0.7466	NPC169716
Intermediate Similarity	0.7412	NPC264285
Intermediate Similarity	0.7372	NPC63109
Intermediate Similarity	0.7358	NPC28945
Intermediate Similarity	0.7353	NPC153400
Intermediate Similarity	0.7348	NPC478009
Intermediate Similarity	0.7312	NPC315467
Intermediate Similarity	0.7297	NPC16352
Intermediate Similarity	0.7283	NPC478006
Intermediate Similarity	0.728	NPC319232
Intermediate Similarity	0.728	NPC24370
Intermediate Similarity	0.7244	NPC82370
Intermediate Similarity	0.7228	NPC285343
Intermediate Similarity	0.7224	NPC478010
Intermediate Similarity	0.722	NPC74619
Intermediate Similarity	0.7175	NPC477861
Intermediate Similarity	0.7172	NPC477633
Intermediate Similarity	0.7169	NPC178858
Intermediate Similarity	0.7159	NPC194740
Intermediate Similarity	0.7148	NPC53534
Intermediate Similarity	0.7143	NPC207686
Intermediate Similarity	0.7138	NPC314882
Intermediate Similarity	0.7117	NPC152620
Intermediate Similarity	0.7116	NPC323752
Intermediate Similarity	0.7116	NPC220852
Intermediate Similarity	0.7098	NPC478011
Intermediate Similarity	0.7088	NPC276657
Intermediate Similarity	0.7081	NPC207620
Intermediate Similarity	0.7079	NPC132329
Intermediate Similarity	0.7074	NPC101350
Intermediate Similarity	0.7073	NPC314176
Intermediate Similarity	0.7059	NPC473312
Intermediate Similarity	0.7038	NPC77101
Intermediate Similarity	0.7038	NPC293151
Intermediate Similarity	0.7037	NPC235685
Intermediate Similarity	0.7026	NPC316411
Intermediate Similarity	0.7015	NPC244897
Intermediate Similarity	0.7008	NPC229893
Intermediate Similarity	0.7	NPC322064
Intermediate Similarity	0.7	NPC477549
Intermediate Similarity	0.7	NPC36405
Remote Similarity	0.6996	NPC474896
Remote Similarity	0.6993	NPC63971
Remote Similarity	0.6993	NPC91868
Remote Similarity	0.6979	NPC478012
Remote Similarity	0.6978	NPC267853
Remote Similarity	0.6974	NPC184225
Remote Similarity	0.6972	NPC314056
Remote Similarity	0.697	NPC31097
Remote Similarity	0.6958	NPC272174
Remote Similarity	0.6953	NPC270918
Remote Similarity	0.6945	NPC208522
Remote Similarity	0.6945	NPC160898
Remote Similarity	0.6943	NPC51388
Remote Similarity	0.6937	NPC478028
Remote Similarity	0.6934	NPC171393
Remote Similarity	0.6934	NPC295452
Remote Similarity	0.6932	NPC473317
Remote Similarity	0.6931	NPC9482
Remote Similarity	0.6926	NPC323198
Remote Similarity	0.692	NPC269270
Remote Similarity	0.6914	NPC475859
Remote Similarity	0.6914	NPC315062
Remote Similarity	0.6914	NPC475969
Remote Similarity	0.6908	NPC472285
Remote Similarity	0.6908	NPC27041
Remote Similarity	0.6905	NPC171317
Remote Similarity	0.69	NPC39370
Remote Similarity	0.6899	NPC478013
Remote Similarity	0.6899	NPC162860
Remote Similarity	0.6894	NPC14686
Remote Similarity	0.6889	NPC473186
Remote Similarity	0.6887	NPC54420
Remote Similarity	0.6886	NPC478029
Remote Similarity	0.6884	NPC78609
Remote Similarity	0.6882	NPC303658
Remote Similarity	0.6882	NPC477714
Remote Similarity	0.6877	NPC470730
Remote Similarity	0.6877	NPC69843
Remote Similarity	0.6877	NPC477175
Remote Similarity	0.6866	NPC192712
Remote Similarity	0.6854	NPC125597
Remote Similarity	0.6852	NPC474877
Remote Similarity	0.6852	NPC476451
Remote Similarity	0.6846	NPC26543
Remote Similarity	0.6844	NPC116701
Remote Similarity	0.6844	NPC477715
Remote Similarity	0.6842	NPC220851
Remote Similarity	0.684	NPC56109
Remote Similarity	0.684	NPC191382
Remote Similarity	0.6835	NPC471891
Remote Similarity	0.6834	NPC223791
Remote Similarity	0.6834	NPC61038
Remote Similarity	0.6834	NPC107077
Remote Similarity	0.6832	NPC478157
Remote Similarity	0.6827	NPC165743
Remote Similarity	0.6825	NPC41679
Remote Similarity	0.6821	NPC14812
Remote Similarity	0.682	NPC110182
Remote Similarity	0.6818	NPC132385
Remote Similarity	0.6815	NPC477176
Remote Similarity	0.6815	NPC470729
Remote Similarity	0.6803	NPC473185
Remote Similarity	0.6801	NPC63279
Remote Similarity	0.6791	NPC179287
Remote Similarity	0.679	NPC477177
Remote Similarity	0.679	NPC474701
Remote Similarity	0.6783	NPC175602
Remote Similarity	0.6777	NPC297642
Remote Similarity	0.6766	NPC214142
Remote Similarity	0.6766	NPC202503
Remote Similarity	0.6765	NPC477516
Remote Similarity	0.6765	NPC102593
Remote Similarity	0.6765	NPC196718
Remote Similarity	0.6761	NPC258048
Remote Similarity	0.6757	NPC183777
Remote Similarity	0.6756	NPC75634
Remote Similarity	0.6742	NPC183407
Remote Similarity	0.6741	NPC124920
Remote Similarity	0.6741	NPC304307
Remote Similarity	0.6741	NPC261251
Remote Similarity	0.6741	NPC118559
Remote Similarity	0.6741	NPC34580
Remote Similarity	0.674	NPC284888
Remote Similarity	0.673	NPC207866
Remote Similarity	0.6728	NPC260434
Remote Similarity	0.6726	NPC477630
Remote Similarity	0.6726	NPC477635
Remote Similarity	0.6717	NPC304926
Remote Similarity	0.6717	NPC305984
Remote Similarity	0.6717	NPC476041
Remote Similarity	0.6716	NPC477608
Remote Similarity	0.6716	NPC100547
Remote Similarity	0.6716	NPC274640
Remote Similarity	0.6716	NPC155444
Remote Similarity	0.6715	NPC182222
Remote Similarity	0.6712	NPC45048
Remote Similarity	0.6706	NPC131887
Remote Similarity	0.6703	NPC470784
Remote Similarity	0.6692	NPC283117
Remote Similarity	0.6691	NPC167908
Remote Similarity	0.6691	NPC122436
Remote Similarity	0.6691	NPC95240
Remote Similarity	0.6691	NPC223409
Remote Similarity	0.6691	NPC322135
Remote Similarity	0.668	NPC476167
Remote Similarity	0.668	NPC473376
Remote Similarity	0.6679	NPC41501
Remote Similarity	0.6679	NPC70155
Remote Similarity	0.6679	NPC323244
Remote Similarity	0.6678	NPC279589
Remote Similarity	0.6667	NPC14288
Remote Similarity	0.6667	NPC184680
Remote Similarity	0.6667	NPC104712
Remote Similarity	0.6667	NPC476073
Remote Similarity	0.6667	NPC473179
Remote Similarity	0.6655	NPC89549
Remote Similarity	0.6655	NPC244543
Remote Similarity	0.6655	NPC218388
Remote Similarity	0.6654	NPC294375
Remote Similarity	0.6643	NPC82472
Remote Similarity	0.6643	NPC181081
Remote Similarity	0.6643	NPC470785
Remote Similarity	0.6642	NPC49547
Remote Similarity	0.6642	NPC470018
Remote Similarity	0.6642	NPC328924
Remote Similarity	0.6642	NPC469554
Remote Similarity	0.6642	NPC101543
Remote Similarity	0.6642	NPC214980
Remote Similarity	0.6642	NPC321592
Remote Similarity	0.6642	NPC54803
Remote Similarity	0.6642	NPC118228
Remote Similarity	0.6641	NPC53144
Remote Similarity	0.6641	NPC478158
Remote Similarity	0.6641	NPC192315
Remote Similarity	0.6631	NPC66642
Remote Similarity	0.6619	NPC469734
Remote Similarity	0.6618	NPC6215
Remote Similarity	0.6618	NPC473182
Remote Similarity	0.6616	NPC5145
Remote Similarity	0.6607	NPC477109
Remote Similarity	0.6607	NPC477107
Remote Similarity	0.6607	NPC477108
Remote Similarity	0.6606	NPC473183
Remote Similarity	0.6605	NPC476818
Remote Similarity	0.6602	NPC227582
Remote Similarity	0.6595	NPC148889
Remote Similarity	0.6594	NPC33064
Remote Similarity	0.6594	NPC245055
Remote Similarity	0.6594	NPC473184
Remote Similarity	0.6593	NPC477607
Remote Similarity	0.6593	NPC471762
Remote Similarity	0.6593	NPC144452
Remote Similarity	0.6591	NPC9894

Drug Structure

NPD8349 OpenBabel08211713012D 66 75 0 0 1 0 0 0 0 0999 V2000 10.4273 2.5143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 -0.7359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9483 -5.2359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 0.2641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 -5.7359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8144 -0.7359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 -3.7359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5575 0.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2652 -3.9268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0306 0.9257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 -2.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9986 3.8006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9385 -2.3804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3340 0.7347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2386 3.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -3.7653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9273 1.6482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8144 0.2641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2163 -4.2359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1896 3.2128 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0250 -2.7872 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9483 -1.2359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9483 -4.2359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9483 0.7641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2163 -5.2359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1508 1.8468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6774 -4.7359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2386 1.9038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4158 -2.9563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7738 0.2565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9328 1.5437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1896 2.2128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 -2.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7248 0.5656 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 5.6508 2.7128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3226 -4.7359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8144 -2.7359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9122 3.3939 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.7476 -2.9682 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 9.5909 0.0656 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 3.9483 -2.2359 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8144 -3.7359 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1562 1.7423 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2652 -5.5449 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.6508 2.7128 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8226 -3.8698 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5659 -0.7216 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6942 -1.3601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1508 3.5789 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8226 -5.6019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6804 -2.2359 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6954 -0.9290 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 0.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 -2.7359 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6804 -4.2359 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4871 2.4854 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9562 -6.4959 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3090 -1.3907 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9021 -0.3820 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 5 1 0 0 0 0 3 25 2 0 0 0 0 4 6 1 0 0 0 0 4 26 2 0 0 0 0 5 27 2 0 0 0 0 6 28 2 0 0 0 0 7 21 2 0 0 0 0 7 25 1 0 0 0 0 8 22 2 0 0 0 0 8 26 1 0 0 0 0 9 21 1 0 0 0 0 9 29 2 0 0 0 0 10 22 1 0 0 0 0 10 30 2 0 0 0 0 11 31 2 0 0 0 0 11 33 1 0 0 0 0 12 32 2 0 0 0 0 12 34 1 0 0 0 0 13 44 1 0 0 0 0 14 45 1 0 0 0 0 15 19 2 0 0 0 0 15 46 1 0 0 0 0 16 20 2 0 0 0 0 16 47 1 0 0 0 0 17 23 1 0 0 0 0 17 52 1 0 0 0 0 18 24 1 0 0 0 0 18 53 1 0 0 0 0 19 35 1 0 0 0 0 20 36 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 23 13 1 1 0 0 0 23 37 1 0 0 0 0 24 14 1 1 0 0 0 24 38 1 0 0 0 0 25 48 1 0 0 0 0 26 49 1 0 0 0 0 27 50 1 0 0 0 0 28 51 1 0 0 0 0 29 41 1 0 0 0 0 29 50 1 0 0 0 0 30 42 1 0 0 0 0 30 51 1 0 0 0 0 31 37 1 0 0 0 0 31 52 1 0 0 0 0 32 38 1 0 0 0 0 32 53 1 0 0 0 0 33 39 2 0 0 0 0 33 54 1 0 0 0 0 34 40 2 0 0 0 0 34 55 1 0 0 0 0 35 37 2 0 0 0 0 35 39 1 0 0 0 0 36 38 2 0 0 0 0 36 40 1 0 0 0 0 39 46 1 0 0 0 0 40 47 1 0 0 0 0 41 52 1 0 0 0 0 41 56 2 0 0 0 0 42 53 1 0 0 0 0 42 57 2 0 0 0 0 43 48 1 0 0 0 0 43 49 1 0 0 0 0 43 58 2 0 0 0 0 46 59 1 0 0 0 0 47 60 1 0 0 0 0 48 61 1 0 0 0 0 49 62 1 0 0 0 0 50 63 1 0 0 0 0 51 64 1 0 0 0 0 54 65 1 0 0 0 0 55 66 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003547
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	814.22
ALogP	-2.2927
MLogP	4.54
XLogP	5.672
HDA	11
HBD	8
Rotatable Bonds	16
TPSA	185.37
RO5 Violation	3