NPASS drugs

Drug Information

Drug ID:	NPD1990
Drug Name:	Halofuginone Hydrobromide
Molecular Formula:	C16H17BrClN3O3.BrH
Canonical SMILES:	O=C(Cn1cnc2c(c1=O)cc(c(c2)Br)Cl)CC1NCCCC1O.Br
Standard InCHI:	InChI=1S/C16H17BrClN3O3.BrH/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14;/h5-6,8,14-15,19,23H,1-4,7H2;1H
Standard InCHIKey:	SJUWEPZBTXEUMU-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1990

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	241
0.1-0.2	2193
0.2-0.3	12433
0.3-0.4	12106
0.4-0.5	3071
0.5-0.6	800
0.6-0.7	44
0.7-0.8	0
0.8-0.85	2
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	0.8305	NPC138293
Intermediate Similarity	0.8305	NPC113056
Remote Similarity	0.6806	NPC154478
Remote Similarity	0.6789	NPC84317
Remote Similarity	0.672	NPC324445
Remote Similarity	0.6613	NPC130797
Remote Similarity	0.6535	NPC475094
Remote Similarity	0.644	NPC13526
Remote Similarity	0.6338	NPC470787
Remote Similarity	0.6338	NPC472539
Remote Similarity	0.6338	NPC472540
Remote Similarity	0.6318	NPC472118
Remote Similarity	0.6308	NPC472541
Remote Similarity	0.6308	NPC472542
Remote Similarity	0.629	NPC122553
Remote Similarity	0.6256	NPC295021
Remote Similarity	0.625	NPC106118
Remote Similarity	0.6227	NPC225400
Remote Similarity	0.6223	NPC207554
Remote Similarity	0.6214	NPC131450
Remote Similarity	0.6214	NPC147298
Remote Similarity	0.6214	NPC182057
Remote Similarity	0.6199	NPC470786
Remote Similarity	0.6199	NPC471155
Remote Similarity	0.6199	NPC472538
Remote Similarity	0.6196	NPC207428
Remote Similarity	0.6171	NPC270241
Remote Similarity	0.6165	NPC14849
Remote Similarity	0.6146	NPC328611
Remote Similarity	0.6146	NPC248862
Remote Similarity	0.6143	NPC316141
Remote Similarity	0.6127	NPC292265
Remote Similarity	0.6105	NPC2823
Remote Similarity	0.61	NPC472102
Remote Similarity	0.61	NPC309531
Remote Similarity	0.6099	NPC285192
Remote Similarity	0.6096	NPC300299
Remote Similarity	0.6053	NPC471192
Remote Similarity	0.604	NPC189116
Remote Similarity	0.6028	NPC471195
Remote Similarity	0.6028	NPC471196
Remote Similarity	0.6027	NPC477004
Remote Similarity	0.6026	NPC471197
Remote Similarity	0.6021	NPC471164
Remote Similarity	0.6009	NPC471199
Remote Similarity	0.6	NPC471198
Remote Similarity	0.5991	NPC471193
Remote Similarity	0.5991	NPC471194
Remote Similarity	0.598	NPC279527
Remote Similarity	0.598	NPC214960
Remote Similarity	0.5978	NPC72473
Remote Similarity	0.5978	NPC58827
Remote Similarity	0.5978	NPC307437
Remote Similarity	0.5962	NPC475607
Remote Similarity	0.596	NPC117032
Remote Similarity	0.5959	NPC314287
Remote Similarity	0.5947	NPC72956
Remote Similarity	0.5933	NPC474081
Remote Similarity	0.5931	NPC248601
Remote Similarity	0.5931	NPC471130
Remote Similarity	0.5924	NPC322433
Remote Similarity	0.5921	NPC153980
Remote Similarity	0.5921	NPC469715
Remote Similarity	0.5921	NPC6865
Remote Similarity	0.5919	NPC295548
Remote Similarity	0.5916	NPC83214
Remote Similarity	0.5914	NPC194562
Remote Similarity	0.5913	NPC475594
Remote Similarity	0.5911	NPC472117
Remote Similarity	0.5911	NPC88970
Remote Similarity	0.5905	NPC474041
Remote Similarity	0.5905	NPC475761
Remote Similarity	0.5894	NPC355
Remote Similarity	0.5877	NPC475685
Remote Similarity	0.5873	NPC162417
Remote Similarity	0.5873	NPC316104
Remote Similarity	0.5867	NPC471191
Remote Similarity	0.5865	NPC177261
Remote Similarity	0.586	NPC473815
Remote Similarity	0.5856	NPC279385
Remote Similarity	0.5856	NPC179605
Remote Similarity	0.5855	NPC316202
Remote Similarity	0.5846	NPC136002
Remote Similarity	0.5841	NPC478075
Remote Similarity	0.5833	NPC472121
Remote Similarity	0.5824	NPC103292
Remote Similarity	0.5814	NPC150308
Remote Similarity	0.5808	NPC300596
Remote Similarity	0.5808	NPC237649
Remote Similarity	0.5801	NPC177684
Remote Similarity	0.5801	NPC291962
Remote Similarity	0.5783	NPC473218
Remote Similarity	0.5783	NPC470702
Remote Similarity	0.5773	NPC43477
Remote Similarity	0.5769	NPC161956
Remote Similarity	0.5769	NPC258531
Remote Similarity	0.5769	NPC112373
Remote Similarity	0.5761	NPC254698
Remote Similarity	0.5758	NPC470703
Remote Similarity	0.5756	NPC472120
Remote Similarity	0.5756	NPC472101
Remote Similarity	0.5751	NPC15384
Remote Similarity	0.5751	NPC244425
Remote Similarity	0.5749	NPC182131
Remote Similarity	0.5748	NPC477159
Remote Similarity	0.5738	NPC257490
Remote Similarity	0.5721	NPC21429
Remote Similarity	0.5714	NPC316746
Remote Similarity	0.5714	NPC285622
Remote Similarity	0.5708	NPC92803
Remote Similarity	0.5707	NPC68650
Remote Similarity	0.5707	NPC268534
Remote Similarity	0.5702	NPC477999
Remote Similarity	0.57	NPC472106
Remote Similarity	0.5698	NPC113099
Remote Similarity	0.5692	NPC471574
Remote Similarity	0.5691	NPC209389
Remote Similarity	0.5688	NPC284706
Remote Similarity	0.5688	NPC18890
Remote Similarity	0.5687	NPC470548
Remote Similarity	0.5684	NPC40364
Remote Similarity	0.5683	NPC81845
Remote Similarity	0.5667	NPC318183
Remote Similarity	0.566	NPC475736
Remote Similarity	0.5649	NPC122886
Remote Similarity	0.5636	NPC243716
Remote Similarity	0.5631	NPC198401
Remote Similarity	0.5622	NPC144691
Remote Similarity	0.5622	NPC39818
Remote Similarity	0.5604	NPC176983
Remote Similarity	0.56	NPC237414

Drug Structure

NPD1990 OpenBabel08211701392D 27 28 0 0 1 0 0 0 0 0999 V2000 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -1.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -3.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 N 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 5.6962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0306 -2.8005 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 15 1 0 0 0 0 3 19 1 0 0 0 0 4 9 1 0 0 0 0 4 14 1 0 0 0 0 5 10 1 0 0 0 0 5 12 2 0 0 0 0 6 11 2 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 21 1 0 0 0 0 8 20 2 0 0 0 0 8 21 1 0 0 0 0 9 22 2 0 0 0 0 10 13 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 19 1 0 0 0 0 15 23 1 0 0 0 0 16 21 1 0 0 0 0 16 24 2 0 0 0 0 19 26 1 0 0 0 0 23 27 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	413.01
ALogP	-1.0126
MLogP	2.34
XLogP	1.862
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	82
RO5 Violation	0