NPASS drugs

Drug Information

Drug ID:	NPD8025
Drug Name:	BI-44370 TA
Molecular Formula:	C36H49N5O5
Canonical SMILES:	O=C(N1CCC(CC1)N1CCc2c(N=C1O)cccc2)C[C@@H](C(=O)N1CCC(CC1)N1CCOCC1)Cc1cc(C)c(c(c1)C)O
Standard InCHI:	InChI=1S/C36H49N5O5/c1-25-21-27(22-26(2)34(25)43)23-29(35(44)40-14-8-30(9-15-40)38-17-19-46-20-18-38)24-33(42)39-12-10-31(11-13-39)41-16-7-28-5-3-4-6-32(28)37-36(41)45/h3-6,21-22,29-31,43H,7-20,23-24H2,1-2H3,(H,37,45)/t29-/m0/s1
Standard InCHIKey:	RSCINVNERRTNKH-LJAQVGFWSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8025

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	193
0.1-0.2	1063
0.2-0.3	4137
0.3-0.4	8578
0.4-0.5	10284
0.5-0.6	6060
0.6-0.7	567
0.7-0.8	8
0.8-0.85	0
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	0.7598	NPC133470
Intermediate Similarity	0.7598	NPC289776
Intermediate Similarity	0.7598	NPC191863
Intermediate Similarity	0.709	NPC279871
Intermediate Similarity	0.7079	NPC254798
Intermediate Similarity	0.7044	NPC473005
Intermediate Similarity	0.7	NPC159767
Intermediate Similarity	0.7	NPC155506
Remote Similarity	0.6979	NPC269750
Remote Similarity	0.6979	NPC194671
Remote Similarity	0.6923	NPC294951
Remote Similarity	0.6919	NPC469243
Remote Similarity	0.6915	NPC294516
Remote Similarity	0.6915	NPC107938
Remote Similarity	0.6898	NPC223207
Remote Similarity	0.6878	NPC311357
Remote Similarity	0.6872	NPC16188
Remote Similarity	0.6862	NPC304074
Remote Similarity	0.6862	NPC290755
Remote Similarity	0.6862	NPC471771
Remote Similarity	0.686	NPC257390
Remote Similarity	0.6859	NPC137627
Remote Similarity	0.6859	NPC306804
Remote Similarity	0.6828	NPC475544
Remote Similarity	0.6823	NPC473402
Remote Similarity	0.6823	NPC476227
Remote Similarity	0.6813	NPC233702
Remote Similarity	0.6806	NPC230611
Remote Similarity	0.6792	NPC473006
Remote Similarity	0.6769	NPC39822
Remote Similarity	0.6754	NPC40234
Remote Similarity	0.6751	NPC471050
Remote Similarity	0.6751	NPC471049
Remote Similarity	0.6751	NPC471048
Remote Similarity	0.675	NPC473305
Remote Similarity	0.675	NPC163961
Remote Similarity	0.675	NPC61332
Remote Similarity	0.675	NPC240130
Remote Similarity	0.675	NPC471195
Remote Similarity	0.675	NPC471196
Remote Similarity	0.6737	NPC472115
Remote Similarity	0.6737	NPC472114
Remote Similarity	0.6736	NPC473354
Remote Similarity	0.6717	NPC473007
Remote Similarity	0.6716	NPC472541
Remote Similarity	0.6716	NPC472542
Remote Similarity	0.6716	NPC92803
Remote Similarity	0.6703	NPC473580
Remote Similarity	0.6699	NPC67904
Remote Similarity	0.6685	NPC150712
Remote Similarity	0.6685	NPC202198
Remote Similarity	0.6684	NPC273755
Remote Similarity	0.6684	NPC248670
Remote Similarity	0.6667	NPC472539
Remote Similarity	0.6667	NPC470787
Remote Similarity	0.6667	NPC472540
Remote Similarity	0.6667	NPC472330
Remote Similarity	0.6667	NPC473008
Remote Similarity	0.6667	NPC472329
Remote Similarity	0.6667	NPC274198
Remote Similarity	0.6667	NPC198254
Remote Similarity	0.665	NPC302715
Remote Similarity	0.665	NPC473404
Remote Similarity	0.665	NPC94862
Remote Similarity	0.6649	NPC26108
Remote Similarity	0.6649	NPC158277
Remote Similarity	0.6648	NPC9373
Remote Similarity	0.6634	NPC28510
Remote Similarity	0.6633	NPC45037
Remote Similarity	0.6633	NPC97526
Remote Similarity	0.6633	NPC119652
Remote Similarity	0.6632	NPC189116
Remote Similarity	0.663	NPC81026
Remote Similarity	0.6617	NPC18890
Remote Similarity	0.6615	NPC196243
Remote Similarity	0.6615	NPC50016
Remote Similarity	0.6615	NPC280022
Remote Similarity	0.6603	NPC473460
Remote Similarity	0.6601	NPC473004
Remote Similarity	0.6598	NPC475532
Remote Similarity	0.6597	NPC471130
Remote Similarity	0.6597	NPC471124
Remote Similarity	0.6596	NPC319320
Remote Similarity	0.6596	NPC287757
Remote Similarity	0.6592	NPC476989
Remote Similarity	0.658	NPC276506
Remote Similarity	0.658	NPC46009
Remote Similarity	0.6576	NPC473491
Remote Similarity	0.6575	NPC266741
Remote Similarity	0.6566	NPC476321
Remote Similarity	0.6564	NPC165285
Remote Similarity	0.6561	NPC471122
Remote Similarity	0.6559	NPC39431
Remote Similarity	0.6546	NPC89831
Remote Similarity	0.6538	NPC138830
Remote Similarity	0.6533	NPC471526
Remote Similarity	0.6532	NPC476353
Remote Similarity	0.6528	NPC33507
Remote Similarity	0.6524	NPC471132
Remote Similarity	0.651	NPC254700
Remote Similarity	0.651	NPC472106
Remote Similarity	0.6502	NPC283207
Remote Similarity	0.6502	NPC105055
Remote Similarity	0.6502	NPC22689
Remote Similarity	0.6497	NPC474081
Remote Similarity	0.6495	NPC475204
Remote Similarity	0.6495	NPC475123
Remote Similarity	0.6495	NPC469915
Remote Similarity	0.6494	NPC17374
Remote Similarity	0.6493	NPC473422
Remote Similarity	0.6492	NPC88970
Remote Similarity	0.6488	NPC203972
Remote Similarity	0.6488	NPC470485
Remote Similarity	0.648	NPC17698
Remote Similarity	0.648	NPC95412
Remote Similarity	0.6477	NPC328649
Remote Similarity	0.6477	NPC278887
Remote Similarity	0.6474	NPC103250
Remote Similarity	0.6468	NPC315542
Remote Similarity	0.6465	NPC126515
Remote Similarity	0.6465	NPC472331
Remote Similarity	0.6465	NPC274002
Remote Similarity	0.6461	NPC473360
Remote Similarity	0.6458	NPC63931
Remote Similarity	0.6455	NPC10653
Remote Similarity	0.6455	NPC318525
Remote Similarity	0.6453	NPC307020
Remote Similarity	0.6452	NPC144691
Remote Similarity	0.6449	NPC471561
Remote Similarity	0.6447	NPC475607
Remote Similarity	0.6443	NPC129486
Remote Similarity	0.6443	NPC66490
Remote Similarity	0.644	NPC241794
Remote Similarity	0.6439	NPC204970
Remote Similarity	0.6436	NPC291759
Remote Similarity	0.6432	NPC16249
Remote Similarity	0.6432	NPC166169
Remote Similarity	0.6422	NPC473569
Remote Similarity	0.6419	NPC476651
Remote Similarity	0.6417	NPC262166
Remote Similarity	0.6415	NPC329833
Remote Similarity	0.6408	NPC471825
Remote Similarity	0.64	NPC475962
Remote Similarity	0.64	NPC296712
Remote Similarity	0.6396	NPC136797
Remote Similarity	0.6396	NPC478008
Remote Similarity	0.6396	NPC475594
Remote Similarity	0.6396	NPC471165
Remote Similarity	0.6394	NPC162440
Remote Similarity	0.6392	NPC473502
Remote Similarity	0.6392	NPC141957
Remote Similarity	0.639	NPC470483
Remote Similarity	0.6386	NPC133591
Remote Similarity	0.6382	NPC475761
Remote Similarity	0.6382	NPC474041
Remote Similarity	0.6381	NPC477551
Remote Similarity	0.6378	NPC83241
Remote Similarity	0.6377	NPC230313
Remote Similarity	0.6374	NPC251439
Remote Similarity	0.6373	NPC204867
Remote Similarity	0.6373	NPC102959
Remote Similarity	0.6372	NPC477160
Remote Similarity	0.6364	NPC477552
Remote Similarity	0.6364	NPC17677
Remote Similarity	0.6364	NPC477550
Remote Similarity	0.6359	NPC159815
Remote Similarity	0.6356	NPC186351
Remote Similarity	0.6355	NPC150308
Remote Similarity	0.6351	NPC471489
Remote Similarity	0.635	NPC153554
Remote Similarity	0.6349	NPC476268
Remote Similarity	0.6348	NPC244866
Remote Similarity	0.6345	NPC251212
Remote Similarity	0.6345	NPC214626
Remote Similarity	0.6345	NPC139085
Remote Similarity	0.6344	NPC245974
Remote Similarity	0.6341	NPC60516
Remote Similarity	0.6341	NPC174629
Remote Similarity	0.6337	NPC477392
Remote Similarity	0.6337	NPC315934
Remote Similarity	0.6335	NPC244336
Remote Similarity	0.6332	NPC477187
Remote Similarity	0.6329	NPC328763
Remote Similarity	0.6328	NPC120251
Remote Similarity	0.6324	NPC473815
Remote Similarity	0.6324	NPC247298
Remote Similarity	0.6321	NPC472101
Remote Similarity	0.6321	NPC474077
Remote Similarity	0.6321	NPC472120
Remote Similarity	0.6318	NPC270301
Remote Similarity	0.6313	NPC471532
Remote Similarity	0.6313	NPC470548
Remote Similarity	0.6311	NPC24370
Remote Similarity	0.6311	NPC473378
Remote Similarity	0.6311	NPC473407
Remote Similarity	0.6311	NPC319232
Remote Similarity	0.631	NPC324081
Remote Similarity	0.6309	NPC469451
Remote Similarity	0.6308	NPC302597
Remote Similarity	0.6306	NPC478007

Drug Structure

NPD8025 OpenBabel08211712032D 48 53 0 0 1 0 0 0 0 0999 V2000 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6472 1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1472 2.3944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1472 0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1472 2.3944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7818 -0.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8262 -0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1472 0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6472 1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6583 1.6774 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 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 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0056 1.3625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7874 0.7391 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 26 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 28 2 0 0 0 0 6 32 2 0 0 0 0 7 16 1 0 0 0 0 7 28 1 0 0 0 0 8 14 1 0 0 0 0 8 30 1 0 0 0 0 9 15 1 0 0 0 0 9 30 1 0 0 0 0 10 12 1 0 0 0 0 10 31 1 0 0 0 0 11 13 1 0 0 0 0 11 31 1 0 0 0 0 12 39 1 0 0 0 0 13 39 1 0 0 0 0 14 40 1 0 0 0 0 15 40 1 0 0 0 0 16 41 1 0 0 0 0 17 19 1 0 0 0 0 17 38 1 0 0 0 0 18 20 1 0 0 0 0 18 38 1 0 0 0 0 19 46 1 0 0 0 0 20 46 1 0 0 0 0 21 25 1 0 0 0 0 21 27 2 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 23 27 1 0 0 0 0 24 29 1 0 0 0 0 24 33 1 0 0 0 0 25 34 2 0 0 0 0 26 34 1 0 0 0 0 28 32 1 0 0 0 0 29 23 1 6 0 0 0 29 35 1 0 0 0 0 30 38 1 0 0 0 0 31 41 1 0 0 0 0 32 37 1 0 0 0 0 33 39 1 0 0 0 0 33 42 2 0 0 0 0 34 43 1 0 0 0 0 35 40 1 0 0 0 0 35 44 2 0 0 0 0 36 37 2 0 0 0 0 36 41 1 0 0 0 0 36 45 1 0 0 0 0 43 47 1 0 0 0 0 45 48 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016394
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	631.37
ALogP	-1.3428
MLogP	4.32
XLogP	4.72
HDA	9
HBD	2
Rotatable Bonds	13
TPSA	109.15
RO5 Violation	0