NPASS drugs

Drug Information

Drug ID:	NPD2479
Drug Name:	Pixantrone Dimaleate
Molecular Formula:	C17H19N5O2.2C4H4O4
Canonical SMILES:	OC(=O)/C=CC(=O)O.OC(=O)/C=CC(=O)O.NCCNc1ccc(c2c1C(=O)c1cnccc1C2=O)NCCN
Standard InCHI:	InChI=1S/C17H19N5O2.2C4H4O4/c18-4-7-21-12-1-2-13(22-8-5-19)15-14(12)16(23)10-3-6-20-9-11(10)17(15)24;25-3(6)1-2-4(7)8/h1-3,6,9,21-22H,4-5,7-8,18-19H2;21-2H,(H,5,6)(H,7,8)/b;2*2-1-
Standard InCHIKey:	SVAGFBGXEWPNJC-SPIKMXEPSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2479

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	407
0.1-0.2	2808
0.2-0.3	11362
0.3-0.4	11677
0.4-0.5	2043
0.5-0.6	1392
0.6-0.7	1053
0.7-0.8	140
0.8-0.85	8
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	0.8462	NPC70949
Intermediate Similarity	0.8242	NPC70406
Intermediate Similarity	0.8171	NPC105811
Intermediate Similarity	0.8146	NPC467063
Intermediate Similarity	0.8132	NPC216550
Intermediate Similarity	0.8054	NPC167710
Intermediate Similarity	0.8045	NPC477003
Intermediate Similarity	0.8033	NPC272458
Intermediate Similarity	0.7989	NPC326422
Intermediate Similarity	0.7976	NPC251391
Intermediate Similarity	0.7966	NPC284775
Intermediate Similarity	0.7965	NPC265100
Intermediate Similarity	0.7955	NPC293216
Intermediate Similarity	0.7941	NPC213914
Intermediate Similarity	0.7939	NPC467188
Intermediate Similarity	0.7904	NPC123906
Intermediate Similarity	0.7895	NPC317701
Intermediate Similarity	0.788	NPC476460
Intermediate Similarity	0.7865	NPC237188
Intermediate Similarity	0.7833	NPC191415
Intermediate Similarity	0.7824	NPC229055
Intermediate Similarity	0.7807	NPC128244
Intermediate Similarity	0.7796	NPC304203
Intermediate Similarity	0.7778	NPC74357
Intermediate Similarity	0.7751	NPC313889
Intermediate Similarity	0.7735	NPC470677
Intermediate Similarity	0.7725	NPC34837
Intermediate Similarity	0.7719	NPC209362
Intermediate Similarity	0.7714	NPC42372
Intermediate Similarity	0.7692	NPC470205
Intermediate Similarity	0.768	NPC73994
Intermediate Similarity	0.7634	NPC324091
Intermediate Similarity	0.7609	NPC133003
Intermediate Similarity	0.7596	NPC102755
Intermediate Similarity	0.7586	NPC80681
Intermediate Similarity	0.7582	NPC477042
Intermediate Similarity	0.7569	NPC83774
Intermediate Similarity	0.7569	NPC157583
Intermediate Similarity	0.7556	NPC469529
Intermediate Similarity	0.7553	NPC47190
Intermediate Similarity	0.75	NPC477004
Intermediate Similarity	0.75	NPC242116
Intermediate Similarity	0.7487	NPC103119
Intermediate Similarity	0.7486	NPC61011
Intermediate Similarity	0.7486	NPC474492
Intermediate Similarity	0.7419	NPC308931
Intermediate Similarity	0.7419	NPC99939
Intermediate Similarity	0.7416	NPC115232
Intermediate Similarity	0.7416	NPC233380
Intermediate Similarity	0.7403	NPC252572
Intermediate Similarity	0.7386	NPC56765
Intermediate Similarity	0.7382	NPC202812
Intermediate Similarity	0.7374	NPC114637
Intermediate Similarity	0.7366	NPC46895
Intermediate Similarity	0.736	NPC21174
Intermediate Similarity	0.736	NPC271797
Intermediate Similarity	0.7354	NPC154339
Intermediate Similarity	0.7345	NPC100104
Intermediate Similarity	0.7345	NPC470680
Intermediate Similarity	0.7322	NPC151635
Intermediate Similarity	0.732	NPC237414
Intermediate Similarity	0.7302	NPC255909
Intermediate Similarity	0.7297	NPC471997
Intermediate Similarity	0.7292	NPC157828
Intermediate Similarity	0.7292	NPC195239
Intermediate Similarity	0.7287	NPC17273
Intermediate Similarity	0.7287	NPC141612
Intermediate Similarity	0.7287	NPC135601
Intermediate Similarity	0.7273	NPC21429
Intermediate Similarity	0.7256	NPC282398
Intermediate Similarity	0.7254	NPC79356
Intermediate Similarity	0.7254	NPC102592
Intermediate Similarity	0.7254	NPC11445
Intermediate Similarity	0.724	NPC267343
Intermediate Similarity	0.7232	NPC286427
Intermediate Similarity	0.7216	NPC227582
Intermediate Similarity	0.72	NPC470679
Intermediate Similarity	0.72	NPC217021
Intermediate Similarity	0.72	NPC116555
Intermediate Similarity	0.7194	NPC121327
Intermediate Similarity	0.7191	NPC206819
Intermediate Similarity	0.7191	NPC41257
Intermediate Similarity	0.7191	NPC318065
Intermediate Similarity	0.7182	NPC56233
Intermediate Similarity	0.7181	NPC110158
Intermediate Similarity	0.7179	NPC474916
Intermediate Similarity	0.7178	NPC72956
Intermediate Similarity	0.7174	NPC139763
Intermediate Similarity	0.716	NPC169433
Intermediate Similarity	0.7158	NPC278434
Intermediate Similarity	0.7151	NPC44773
Intermediate Similarity	0.7151	NPC213468
Intermediate Similarity	0.7151	NPC215584
Intermediate Similarity	0.7151	NPC11126
Intermediate Similarity	0.7143	NPC6865
Intermediate Similarity	0.7143	NPC473218
Intermediate Similarity	0.7143	NPC470702
Intermediate Similarity	0.7143	NPC103361
Intermediate Similarity	0.7143	NPC473878
Intermediate Similarity	0.7143	NPC153980
Intermediate Similarity	0.7143	NPC81535
Intermediate Similarity	0.7143	NPC74413
Intermediate Similarity	0.7136	NPC49547
Intermediate Similarity	0.7136	NPC88115
Intermediate Similarity	0.7135	NPC138370
Intermediate Similarity	0.7129	NPC229893
Intermediate Similarity	0.7128	NPC117027
Intermediate Similarity	0.7113	NPC135950
Intermediate Similarity	0.7112	NPC88110
Intermediate Similarity	0.7111	NPC214106
Intermediate Similarity	0.7108	NPC470703
Intermediate Similarity	0.7107	NPC252338
Intermediate Similarity	0.7104	NPC471943
Intermediate Similarity	0.7104	NPC194411
Intermediate Similarity	0.71	NPC472064
Intermediate Similarity	0.709	NPC228835
Intermediate Similarity	0.7087	NPC27041
Intermediate Similarity	0.7087	NPC469727
Intermediate Similarity	0.7072	NPC478184
Intermediate Similarity	0.7072	NPC274981
Intermediate Similarity	0.7072	NPC478182
Intermediate Similarity	0.7072	NPC90723
Intermediate Similarity	0.7065	NPC262338
Intermediate Similarity	0.7062	NPC325903
Intermediate Similarity	0.7059	NPC471193
Intermediate Similarity	0.7059	NPC55772
Intermediate Similarity	0.7059	NPC471194
Intermediate Similarity	0.7039	NPC471192
Intermediate Similarity	0.7035	NPC472062
Intermediate Similarity	0.7035	NPC106757
Intermediate Similarity	0.7035	NPC472063
Intermediate Similarity	0.7035	NPC472069
Intermediate Similarity	0.7035	NPC260900
Intermediate Similarity	0.7035	NPC143977
Intermediate Similarity	0.7033	NPC71132
Intermediate Similarity	0.703	NPC471589
Intermediate Similarity	0.7028	NPC74575
Intermediate Similarity	0.7019	NPC268534
Intermediate Similarity	0.7016	NPC62749
Intermediate Similarity	0.7015	NPC472065
Intermediate Similarity	0.7005	NPC477044
Intermediate Similarity	0.7005	NPC68354
Intermediate Similarity	0.7005	NPC477041
Intermediate Similarity	0.7005	NPC267811
Intermediate Similarity	0.7	NPC314102
Intermediate Similarity	0.7	NPC98715
Intermediate Similarity	0.7	NPC251722
Intermediate Similarity	0.7	NPC293487
Remote Similarity	0.6994	NPC136002
Remote Similarity	0.699	NPC472116
Remote Similarity	0.6989	NPC37423
Remote Similarity	0.6989	NPC275305
Remote Similarity	0.6983	NPC51054
Remote Similarity	0.6979	NPC17059
Remote Similarity	0.697	NPC284338
Remote Similarity	0.6968	NPC176199
Remote Similarity	0.6968	NPC215795
Remote Similarity	0.6957	NPC78020
Remote Similarity	0.6952	NPC471743
Remote Similarity	0.6949	NPC471655
Remote Similarity	0.6947	NPC243058
Remote Similarity	0.6944	NPC76982
Remote Similarity	0.6943	NPC473666
Remote Similarity	0.6943	NPC321708
Remote Similarity	0.6935	NPC161861
Remote Similarity	0.6932	NPC469811
Remote Similarity	0.6927	NPC94752
Remote Similarity	0.6915	NPC145885
Remote Similarity	0.6915	NPC84827
Remote Similarity	0.6915	NPC111275
Remote Similarity	0.6915	NPC14113
Remote Similarity	0.6914	NPC314372
Remote Similarity	0.6912	NPC271862
Remote Similarity	0.6911	NPC203635
Remote Similarity	0.6907	NPC95783
Remote Similarity	0.6902	NPC478183
Remote Similarity	0.6901	NPC470018
Remote Similarity	0.6898	NPC149155
Remote Similarity	0.6898	NPC203468
Remote Similarity	0.6898	NPC110500
Remote Similarity	0.6897	NPC225821
Remote Similarity	0.6897	NPC46225
Remote Similarity	0.6897	NPC190296
Remote Similarity	0.6893	NPC321911
Remote Similarity	0.6892	NPC208522
Remote Similarity	0.6884	NPC220797
Remote Similarity	0.6884	NPC475914
Remote Similarity	0.6884	NPC474318
Remote Similarity	0.6884	NPC201266
Remote Similarity	0.6884	NPC268744
Remote Similarity	0.6884	NPC477045
Remote Similarity	0.6884	NPC153123
Remote Similarity	0.6882	NPC201634
Remote Similarity	0.6879	NPC469784
Remote Similarity	0.6879	NPC469780
Remote Similarity	0.6879	NPC469767
Remote Similarity	0.6879	NPC469768
Remote Similarity	0.6879	NPC469779
Remote Similarity	0.6879	NPC469783
Remote Similarity	0.6879	NPC469761

Drug Structure

NPD2479 OpenBabel08211702172D 50 50 0 0 0 0 0 0 0 0999 V2000 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -9.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -7.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.2224 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.3564 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.0885 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4904 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.0885 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 18.9545 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.6244 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.4904 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7583 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7583 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -10.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 19.8205 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.3564 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 6 1 0 0 0 0 3 10 2 0 0 0 0 4 7 1 0 0 0 0 4 18 1 0 0 0 0 5 8 1 0 0 0 0 5 19 1 0 0 0 0 6 20 2 0 0 0 0 7 21 1 0 0 0 0 8 22 1 0 0 0 0 9 11 2 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 14 2 0 0 0 0 12 21 1 0 0 0 0 13 15 2 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 23 2 0 0 0 0 17 24 2 0 0 0 0 18 41 1 0 0 0 0 18 42 1 0 0 0 0 19 43 1 0 0 0 0 19 44 1 0 0 0 0 21 45 1 0 0 0 0 22 46 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 27 29 2 0 0 0 0 27 30 1 0 0 0 0 28 31 2 0 0 0 0 28 32 1 0 0 0 0 30 47 1 0 0 0 0 32 48 1 0 0 0 0 33 34 2 0 0 0 0 33 35 1 0 0 0 0 34 36 1 0 0 0 0 35 37 2 0 0 0 0 35 38 1 0 0 0 0 36 39 2 0 0 0 0 36 40 1 0 0 0 0 38 49 1 0 0 0 0 40 50 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	325.15
ALogP	-2.8218
MLogP	2.56
XLogP	-0.998
HDA	7
HBD	4
Rotatable Bonds	8
TPSA	123.13
RO5 Violation	0