NPASS drugs

Drug Information

Drug ID:	NPD8512
Drug Name:	Motexafin
Molecular Formula:	C48H67N5O10
Canonical SMILES:	OCCCC1=C(C)/C/2=C/N=c/3cc(OCCOCCOCCOC)c(cc3=N/C=C/3N=C(/C=c/4[nH]/c(=CC1=N2)/c(CC)c4CC)C(=C3C)CCCO)OCCOCCOCCOC
Standard InCHI:	InChI=1S/C48H67N5O10/c1-7-35-36(8-2)40-28-42-38(12-10-14-55)34(4)46(53-42)32-50-44-30-48(63-26-24-61-22-20-59-18-16-57-6)47(62-25-23-60-21-19-58-17-15-56-5)29-43(44)49-31-45-33(3)37(11-9-13-54)41(52-45)27-39(35)51-40/h27-32,51,54-55H,7-26H2,1-6H3/b39-27-,40-28-,41-27-,42-28-,45-31-,46-32-,49-31+,49-43+,50-32+,50-44+
Standard InCHIKey:	AHNIKTNNZJNCFN-CNEPGKQSSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8512

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	410
0.1-0.2	2886
0.2-0.3	9942
0.3-0.4	9002
0.4-0.5	5638
0.5-0.6	1985
0.6-0.7	904
0.7-0.8	122
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	0.8018	NPC316981
Intermediate Similarity	0.7956	NPC110151
Intermediate Similarity	0.7818	NPC266931
Intermediate Similarity	0.7812	NPC310118
Intermediate Similarity	0.7804	NPC232727
Intermediate Similarity	0.7757	NPC176538
Intermediate Similarity	0.7757	NPC121772
Intermediate Similarity	0.7736	NPC251090
Intermediate Similarity	0.7723	NPC193267
Intermediate Similarity	0.7723	NPC213530
Intermediate Similarity	0.7716	NPC295228
Intermediate Similarity	0.7642	NPC307963
Intermediate Similarity	0.7602	NPC167860
Intermediate Similarity	0.7602	NPC123976
Intermediate Similarity	0.7577	NPC60621
Intermediate Similarity	0.7512	NPC19872
Intermediate Similarity	0.75	NPC76748
Intermediate Similarity	0.7488	NPC13880
Intermediate Similarity	0.7477	NPC84853
Intermediate Similarity	0.7465	NPC18487
Intermediate Similarity	0.7465	NPC92111
Intermediate Similarity	0.7455	NPC285558
Intermediate Similarity	0.7454	NPC77555
Intermediate Similarity	0.7453	NPC296527
Intermediate Similarity	0.7444	NPC5145
Intermediate Similarity	0.7443	NPC199277
Intermediate Similarity	0.7443	NPC135887
Intermediate Similarity	0.7434	NPC170114
Intermediate Similarity	0.7431	NPC315957
Intermediate Similarity	0.7389	NPC470549
Intermediate Similarity	0.7385	NPC187558
Intermediate Similarity	0.7382	NPC314954
Intermediate Similarity	0.7378	NPC26679
Intermediate Similarity	0.7376	NPC475070
Intermediate Similarity	0.7345	NPC471080
Intermediate Similarity	0.7345	NPC469592
Intermediate Similarity	0.733	NPC223427
Intermediate Similarity	0.7293	NPC469594
Intermediate Similarity	0.7289	NPC11464
Intermediate Similarity	0.7288	NPC469554
Intermediate Similarity	0.7281	NPC8022
Intermediate Similarity	0.7281	NPC470799
Intermediate Similarity	0.7252	NPC476138
Intermediate Similarity	0.7252	NPC245816
Intermediate Similarity	0.7244	NPC185782
Intermediate Similarity	0.7243	NPC46580
Intermediate Similarity	0.7241	NPC280272
Intermediate Similarity	0.721	NPC122436
Intermediate Similarity	0.7202	NPC326634
Intermediate Similarity	0.72	NPC475910
Intermediate Similarity	0.7193	NPC476287
Intermediate Similarity	0.7181	NPC208284
Intermediate Similarity	0.7168	NPC174672
Intermediate Similarity	0.7156	NPC106937
Intermediate Similarity	0.715	NPC314002
Intermediate Similarity	0.7149	NPC99891
Intermediate Similarity	0.7143	NPC101543
Intermediate Similarity	0.7137	NPC290689
Intermediate Similarity	0.7136	NPC267928
Intermediate Similarity	0.7131	NPC78609
Intermediate Similarity	0.7131	NPC284141
Intermediate Similarity	0.713	NPC288349
Intermediate Similarity	0.7124	NPC476465
Intermediate Similarity	0.7124	NPC477532
Intermediate Similarity	0.7118	NPC478074
Intermediate Similarity	0.7116	NPC171171
Intermediate Similarity	0.7111	NPC476106
Intermediate Similarity	0.711	NPC133140
Intermediate Similarity	0.711	NPC99666
Intermediate Similarity	0.711	NPC195268
Intermediate Similarity	0.7103	NPC84478
Intermediate Similarity	0.7103	NPC204717
Intermediate Similarity	0.71	NPC304926
Intermediate Similarity	0.71	NPC476041
Intermediate Similarity	0.7098	NPC162484
Intermediate Similarity	0.7093	NPC174758
Intermediate Similarity	0.7093	NPC469589
Intermediate Similarity	0.7083	NPC277351
Intermediate Similarity	0.7082	NPC477533
Intermediate Similarity	0.7078	NPC81175
Intermediate Similarity	0.7074	NPC202605
Intermediate Similarity	0.7074	NPC112206
Intermediate Similarity	0.7072	NPC476582
Intermediate Similarity	0.7072	NPC476578
Intermediate Similarity	0.7072	NPC4071
Intermediate Similarity	0.7067	NPC36229
Intermediate Similarity	0.7067	NPC16452
Intermediate Similarity	0.7067	NPC476581
Intermediate Similarity	0.7067	NPC470500
Intermediate Similarity	0.7066	NPC101350
Intermediate Similarity	0.7059	NPC70956
Intermediate Similarity	0.7059	NPC243834
Intermediate Similarity	0.7056	NPC220765
Intermediate Similarity	0.7056	NPC176127
Intermediate Similarity	0.7054	NPC291535
Intermediate Similarity	0.7054	NPC475085
Intermediate Similarity	0.7054	NPC475112
Intermediate Similarity	0.7052	NPC258048
Intermediate Similarity	0.7048	NPC82548
Intermediate Similarity	0.7046	NPC6215
Intermediate Similarity	0.7045	NPC63971
Intermediate Similarity	0.7045	NPC91868
Intermediate Similarity	0.7043	NPC162530
Intermediate Similarity	0.7042	NPC180504
Intermediate Similarity	0.7037	NPC477861
Intermediate Similarity	0.7032	NPC324149
Intermediate Similarity	0.7029	NPC477531
Intermediate Similarity	0.7029	NPC260434
Intermediate Similarity	0.7027	NPC72211
Intermediate Similarity	0.7025	NPC473183
Intermediate Similarity	0.7025	NPC235685
Intermediate Similarity	0.7017	NPC252251
Intermediate Similarity	0.7014	NPC242209
Intermediate Similarity	0.7008	NPC217554
Intermediate Similarity	0.7004	NPC313189
Intermediate Similarity	0.7004	NPC193777
Intermediate Similarity	0.7004	NPC227908
Intermediate Similarity	0.7	NPC53069
Intermediate Similarity	0.7	NPC296482
Intermediate Similarity	0.7	NPC258773
Intermediate Similarity	0.7	NPC48353
Intermediate Similarity	0.7	NPC294620
Intermediate Similarity	0.7	NPC202768
Remote Similarity	0.6987	NPC209174
Remote Similarity	0.6968	NPC131017
Remote Similarity	0.6964	NPC329747
Remote Similarity	0.696	NPC472111
Remote Similarity	0.6948	NPC96890
Remote Similarity	0.6944	NPC284678
Remote Similarity	0.6942	NPC473184
Remote Similarity	0.6937	NPC70259
Remote Similarity	0.6936	NPC86078
Remote Similarity	0.6935	NPC471891
Remote Similarity	0.6933	NPC319232
Remote Similarity	0.6933	NPC31930
Remote Similarity	0.6933	NPC24370
Remote Similarity	0.6933	NPC153467
Remote Similarity	0.693	NPC161887
Remote Similarity	0.693	NPC135549
Remote Similarity	0.693	NPC219963
Remote Similarity	0.6926	NPC171409
Remote Similarity	0.6926	NPC11408
Remote Similarity	0.6926	NPC96405
Remote Similarity	0.6923	NPC303658
Remote Similarity	0.6923	NPC472434
Remote Similarity	0.6923	NPC264285
Remote Similarity	0.6923	NPC226202
Remote Similarity	0.6923	NPC173080
Remote Similarity	0.6923	NPC473822
Remote Similarity	0.692	NPC476167
Remote Similarity	0.6916	NPC141377
Remote Similarity	0.691	NPC274982
Remote Similarity	0.691	NPC148183
Remote Similarity	0.691	NPC152768
Remote Similarity	0.6906	NPC156704
Remote Similarity	0.6901	NPC323752
Remote Similarity	0.6898	NPC48938
Remote Similarity	0.6894	NPC308906
Remote Similarity	0.6892	NPC43787
Remote Similarity	0.6892	NPC205934
Remote Similarity	0.6889	NPC249040
Remote Similarity	0.6889	NPC234197
Remote Similarity	0.6889	NPC477019
Remote Similarity	0.6889	NPC329793
Remote Similarity	0.6888	NPC201508
Remote Similarity	0.6888	NPC475253
Remote Similarity	0.6878	NPC16352
Remote Similarity	0.6875	NPC192315
Remote Similarity	0.6872	NPC475774
Remote Similarity	0.687	NPC201697
Remote Similarity	0.6869	NPC184964
Remote Similarity	0.6864	NPC132642
Remote Similarity	0.6862	NPC214980
Remote Similarity	0.6856	NPC88008
Remote Similarity	0.684	NPC121658
Remote Similarity	0.684	NPC14651
Remote Similarity	0.6835	NPC163421
Remote Similarity	0.6835	NPC20249
Remote Similarity	0.6835	NPC188387
Remote Similarity	0.6833	NPC473185
Remote Similarity	0.6831	NPC255800
Remote Similarity	0.6831	NPC96584
Remote Similarity	0.6827	NPC178858
Remote Similarity	0.6826	NPC287208
Remote Similarity	0.6824	NPC477610
Remote Similarity	0.6822	NPC292958
Remote Similarity	0.682	NPC125597
Remote Similarity	0.6818	NPC160666
Remote Similarity	0.6818	NPC32771
Remote Similarity	0.6816	NPC184680
Remote Similarity	0.6813	NPC26543
Remote Similarity	0.6809	NPC473513
Remote Similarity	0.6798	NPC200836
Remote Similarity	0.6792	NPC476518
Remote Similarity	0.6792	NPC60006
Remote Similarity	0.6789	NPC470785
Remote Similarity	0.6789	NPC470784
Remote Similarity	0.6789	NPC41679
Remote Similarity	0.6784	NPC476044
Remote Similarity	0.6774	NPC266551

Drug Structure

NPD8512 OpenBabel08211713032D 66 70 0 0 0 0 0 0 0 0999 V2000 -5.5093 1.4824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9892 -0.6184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3859 0.1126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7309 0.1023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0245 8.2792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2117 -0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3414 0.5301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0806 -0.9491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3762 -1.8560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7495 0.9397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4576 -0.2527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2330 0.1023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8001 -2.7251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7165 2.6146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1871 6.8287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5368 -0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3497 6.3452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6994 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5123 4.8948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0245 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5123 3.9278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1871 -0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6748 2.4773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5123 -0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8374 1.9938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6748 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8370 1.0540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4877 -0.9269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4706 0.8151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4706 -0.2717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4763 1.4702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4763 -0.9269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0814 0.7844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2144 -0.7351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4327 0.1994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3398 -0.3276 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0337 0.6165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7495 -0.7351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0228 0.5434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8370 -0.5106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4877 1.4702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0171 -1.1986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9412 0.5434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9412 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9469 1.7419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9469 -1.1986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.5434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1270 1.0540 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1270 -0.5106 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0228 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8160 2.1658 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4820 -1.2929 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2593 -3.5267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6835 2.6146 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1871 7.7957 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3742 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3497 5.3783 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8620 -0.4835 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6748 3.4443 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3497 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8374 1.0269 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8374 -0.4835 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9751 -0.1679 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2947 -3.4593 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1670 1.7772 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 33 1 0 0 0 0 4 34 1 0 0 0 0 5 56 1 0 0 0 0 6 57 1 0 0 0 0 7 35 1 0 0 0 0 8 36 1 0 0 0 0 9 11 1 0 0 0 0 9 13 1 0 0 0 0 10 12 1 0 0 0 0 10 14 1 0 0 0 0 11 37 1 0 0 0 0 12 38 1 0 0 0 0 13 54 1 0 0 0 0 14 55 1 0 0 0 0 15 17 1 0 0 0 0 15 56 1 0 0 0 0 16 18 1 0 0 0 0 16 57 1 0 0 0 0 17 58 1 0 0 0 0 18 59 1 0 0 0 0 19 21 1 0 0 0 0 19 58 1 0 0 0 0 20 22 1 0 0 0 0 20 59 1 0 0 0 0 21 60 1 0 0 0 0 22 61 1 0 0 0 0 23 25 1 0 0 0 0 23 60 1 0 0 0 0 24 26 1 0 0 0 0 24 61 1 0 0 0 0 25 62 1 0 0 0 0 26 63 1 0 0 0 0 27 39 2 0 0 0 0 27 41 1 0 0 0 0 28 40 2 0 0 0 0 28 42 1 0 0 0 0 29 43 1 0 0 0 0 29 47 2 0 0 0 0 30 44 1 0 0 0 0 30 48 2 0 0 0 0 31 45 2 0 0 0 0 31 49 1 0 0 0 0 32 46 2 0 0 0 0 32 50 1 0 0 0 0 33 37 2 0 0 0 0 33 45 1 0 0 0 0 34 38 2 0 0 0 0 34 46 1 0 0 0 0 35 36 2 0 0 0 0 35 39 1 0 0 0 0 36 40 1 0 0 0 0 37 41 1 0 0 0 0 38 42 1 0 0 0 0 39 51 1 0 0 0 0 40 51 1 0 0 0 0 41 52 2 0 0 0 0 42 53 2 0 0 0 0 43 44 1 0 0 0 0 43 49 2 0 0 0 0 44 50 2 0 0 0 0 45 52 1 0 0 0 0 46 53 1 0 0 0 0 47 48 1 0 0 0 0 47 62 1 0 0 0 0 48 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
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	873.49
ALogP	-0.607
MLogP	5.09
XLogP	2.95
HDA	13
HBD	3
Rotatable Bonds	36
TPSA	181.65
RO5 Violation	2