NPASS drugs

Drug Information

Drug ID:	NPD8019
Drug Name:
Molecular Formula:	C36H46N8O9
Canonical SMILES:	COC(=O)[C@@H](N=C(CN=C([C@@H](N=C([C@@H](N=C([C@H](CCCNC(=N)N)N)O)Cc1ccc(cc1)O)O)Cc1ccc(cc1)O)O)O)Cc1ccc(cc1)O
Standard InCHI:	InChI=1S/C36H46N8O9/c1-53-35(52)30(19-23-8-14-26(47)15-9-23)42-31(48)20-41-33(50)28(17-21-4-10-24(45)11-5-21)44-34(51)29(18-22-6-12-25(46)13-7-22)43-32(49)27(37)3-2-16-40-36(38)39/h4-15,27-30,45-47H,2-3,16-20,37H2,1H3,(H,41,50)(H,42,48)(H,43,49)(H,44,51)(H4,38,39,40)/t27-,28-,29-,30-/m0/s1
Standard InCHIKey:	TVVXTCVKGUHNLI-KRCBVYEFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8019

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	120
0.1-0.2	784
0.2-0.3	3004
0.3-0.4	9460
0.4-0.5	6450
0.5-0.6	10110
0.6-0.7	767
0.7-0.8	164
0.8-0.85	20
0.85-0.9	11
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
High Similarity	0.8875	NPC196243
High Similarity	0.8767	NPC48202
High Similarity	0.8742	NPC198254
High Similarity	0.8742	NPC274198
High Similarity	0.8625	NPC276506
High Similarity	0.8621	NPC267237
High Similarity	0.8608	NPC223207
High Similarity	0.8553	NPC304074
High Similarity	0.8553	NPC290755
High Similarity	0.8553	NPC471771
High Similarity	0.8514	NPC214988
Intermediate Similarity	0.8425	NPC244866
Intermediate Similarity	0.8418	NPC469243
Intermediate Similarity	0.8412	NPC240130
Intermediate Similarity	0.8412	NPC61332
Intermediate Similarity	0.8373	NPC153554
Intermediate Similarity	0.8356	NPC326966
Intermediate Similarity	0.8345	NPC325651
Intermediate Similarity	0.8302	NPC475544
Intermediate Similarity	0.8294	NPC94862
Intermediate Similarity	0.8266	NPC302715
Intermediate Similarity	0.8214	NPC473404
Intermediate Similarity	0.8182	NPC475532
Intermediate Similarity	0.8165	NPC473580
Intermediate Similarity	0.8158	NPC168861
Intermediate Similarity	0.8133	NPC17698
Intermediate Similarity	0.8133	NPC165285
Intermediate Similarity	0.811	NPC280022
Intermediate Similarity	0.8095	NPC119652
Intermediate Similarity	0.8095	NPC97526
Intermediate Similarity	0.8	NPC129486
Intermediate Similarity	0.7964	NPC306804
Intermediate Similarity	0.795	NPC56635
Intermediate Similarity	0.7939	NPC328649
Intermediate Similarity	0.7931	NPC102959
Intermediate Similarity	0.7922	NPC91953
Intermediate Similarity	0.7905	NPC296712
Intermediate Similarity	0.7886	NPC60516
Intermediate Similarity	0.7862	NPC27581
Intermediate Similarity	0.7857	NPC197921
Intermediate Similarity	0.7811	NPC155506
Intermediate Similarity	0.7811	NPC159767
Intermediate Similarity	0.7806	NPC469360
Intermediate Similarity	0.7798	NPC230611
Intermediate Similarity	0.7778	NPC477552
Intermediate Similarity	0.7778	NPC269750
Intermediate Similarity	0.7778	NPC194671
Intermediate Similarity	0.7778	NPC45037
Intermediate Similarity	0.7778	NPC6570
Intermediate Similarity	0.7778	NPC477550
Intermediate Similarity	0.7756	NPC326241
Intermediate Similarity	0.7751	NPC137627
Intermediate Similarity	0.775	NPC233702
Intermediate Similarity	0.7748	NPC45191
Intermediate Similarity	0.7738	NPC46009
Intermediate Similarity	0.7722	NPC16188
Intermediate Similarity	0.7711	NPC63931
Intermediate Similarity	0.7709	NPC477638
Intermediate Similarity	0.7709	NPC477632
Intermediate Similarity	0.7706	NPC279871
Intermediate Similarity	0.7706	NPC473402
Intermediate Similarity	0.7702	NPC202198
Intermediate Similarity	0.7692	NPC89831
Intermediate Similarity	0.7692	NPC477551
Intermediate Similarity	0.7679	NPC66490
Intermediate Similarity	0.7665	NPC61004
Intermediate Similarity	0.7661	NPC50016
Intermediate Similarity	0.7655	NPC319950
Intermediate Similarity	0.7647	NPC273755
Intermediate Similarity	0.7619	NPC294516
Intermediate Similarity	0.7619	NPC107938
Intermediate Similarity	0.7602	NPC158277
Intermediate Similarity	0.7602	NPC471165
Intermediate Similarity	0.7602	NPC26108
Intermediate Similarity	0.76	NPC294951
Intermediate Similarity	0.7597	NPC314835
Intermediate Similarity	0.759	NPC241794
Intermediate Similarity	0.7584	NPC4974
Intermediate Similarity	0.7569	NPC329295
Intermediate Similarity	0.7569	NPC477639
Intermediate Similarity	0.7547	NPC314114
Intermediate Similarity	0.7544	NPC248670
Intermediate Similarity	0.7534	NPC283760
Intermediate Similarity	0.7533	NPC477937
Intermediate Similarity	0.7529	NPC475123
Intermediate Similarity	0.7529	NPC475564
Intermediate Similarity	0.7529	NPC170302
Intermediate Similarity	0.7529	NPC475204
Intermediate Similarity	0.7529	NPC40234
Intermediate Similarity	0.7529	NPC475409
Intermediate Similarity	0.7515	NPC141957
Intermediate Similarity	0.75	NPC469443
Intermediate Similarity	0.75	NPC478147
Intermediate Similarity	0.75	NPC142577
Intermediate Similarity	0.75	NPC476227
Intermediate Similarity	0.7486	NPC477636
Intermediate Similarity	0.7483	NPC476353
Intermediate Similarity	0.7448	NPC188867
Intermediate Similarity	0.7448	NPC106551
Intermediate Similarity	0.7448	NPC281686
Intermediate Similarity	0.7436	NPC6913
Intermediate Similarity	0.7434	NPC311753
Intermediate Similarity	0.7414	NPC473546
Intermediate Similarity	0.7407	NPC478005
Intermediate Similarity	0.7405	NPC476989
Intermediate Similarity	0.7403	NPC477631
Intermediate Similarity	0.7399	NPC473354
Intermediate Similarity	0.7399	NPC136797
Intermediate Similarity	0.7391	NPC311658
Intermediate Similarity	0.7389	NPC163961
Intermediate Similarity	0.7389	NPC473305
Intermediate Similarity	0.7383	NPC474862
Intermediate Similarity	0.7378	NPC56685
Intermediate Similarity	0.7368	NPC210950
Intermediate Similarity	0.7368	NPC199738
Intermediate Similarity	0.7365	NPC244336
Intermediate Similarity	0.7362	NPC473491
Intermediate Similarity	0.7355	NPC88667
Intermediate Similarity	0.7345	NPC471526
Intermediate Similarity	0.7329	NPC81026
Intermediate Similarity	0.7321	NPC114806
Intermediate Similarity	0.7317	NPC300443
Intermediate Similarity	0.7297	NPC239697
Intermediate Similarity	0.7279	NPC311737
Intermediate Similarity	0.7279	NPC38458
Intermediate Similarity	0.7278	NPC132636
Intermediate Similarity	0.7267	NPC266741
Intermediate Similarity	0.7263	NPC220060
Intermediate Similarity	0.7263	NPC138083
Intermediate Similarity	0.7263	NPC235194
Intermediate Similarity	0.7262	NPC287757
Intermediate Similarity	0.7262	NPC24617
Intermediate Similarity	0.7262	NPC319320
Intermediate Similarity	0.726	NPC317254
Intermediate Similarity	0.7244	NPC470392
Intermediate Similarity	0.7232	NPC32064
Intermediate Similarity	0.7225	NPC469444
Intermediate Similarity	0.7211	NPC82963
Intermediate Similarity	0.7209	NPC209463
Intermediate Similarity	0.7207	NPC471048
Intermediate Similarity	0.7207	NPC471050
Intermediate Similarity	0.7207	NPC471049
Intermediate Similarity	0.7202	NPC326349
Intermediate Similarity	0.7202	NPC323336
Intermediate Similarity	0.72	NPC164608
Intermediate Similarity	0.7198	NPC64140
Intermediate Similarity	0.7198	NPC174122
Intermediate Similarity	0.7195	NPC132771
Intermediate Similarity	0.7191	NPC476321
Intermediate Similarity	0.7186	NPC244509
Intermediate Similarity	0.7182	NPC96275
Intermediate Similarity	0.7179	NPC257390
Intermediate Similarity	0.717	NPC242159
Intermediate Similarity	0.717	NPC313694
Intermediate Similarity	0.7169	NPC5194
Intermediate Similarity	0.7169	NPC261934
Intermediate Similarity	0.7169	NPC262166
Intermediate Similarity	0.716	NPC1390
Intermediate Similarity	0.716	NPC62104
Intermediate Similarity	0.7143	NPC234069
Intermediate Similarity	0.7128	NPC473450
Intermediate Similarity	0.7126	NPC39431
Intermediate Similarity	0.7114	NPC317784
Intermediate Similarity	0.7114	NPC142638
Intermediate Similarity	0.7113	NPC469445
Intermediate Similarity	0.711	NPC302597
Intermediate Similarity	0.7107	NPC64205
Intermediate Similarity	0.7107	NPC237227
Intermediate Similarity	0.7104	NPC51047
Intermediate Similarity	0.7097	NPC145888
Intermediate Similarity	0.7097	NPC16031
Intermediate Similarity	0.7097	NPC161593
Intermediate Similarity	0.7095	NPC477637
Intermediate Similarity	0.7091	NPC245974
Intermediate Similarity	0.7086	NPC326079
Intermediate Similarity	0.7085	NPC478007
Intermediate Similarity	0.7083	NPC476268
Intermediate Similarity	0.7083	NPC194699
Intermediate Similarity	0.7083	NPC219350
Intermediate Similarity	0.7073	NPC247298
Intermediate Similarity	0.7065	NPC473378
Intermediate Similarity	0.7065	NPC473407
Intermediate Similarity	0.7055	NPC474584
Intermediate Similarity	0.7051	NPC271808
Intermediate Similarity	0.7035	NPC133470
Intermediate Similarity	0.7035	NPC191863
Intermediate Similarity	0.7035	NPC289776
Intermediate Similarity	0.7034	NPC319579
Intermediate Similarity	0.7033	NPC276120
Intermediate Similarity	0.7024	NPC476742
Intermediate Similarity	0.7015	NPC478008
Intermediate Similarity	0.7013	NPC47667
Intermediate Similarity	0.7	NPC212699
Intermediate Similarity	0.7	NPC324850
Intermediate Similarity	0.7	NPC207675
Remote Similarity	0.6994	NPC217804
Remote Similarity	0.6994	NPC210377
Remote Similarity	0.6994	NPC5719
Remote Similarity	0.6994	NPC22883
Remote Similarity	0.6989	NPC314083

Drug Structure

NPD8019 OpenBabel08211712032D 66 68 0 0 1 0 0 0 0 0999 V2000 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 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 9.5263 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 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 10.3923 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 7.7942 2.5000 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 12.1244 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.3923 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 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 12.9904 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 53 1 0 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 4 10 1 0 0 0 0 4 21 2 0 0 0 0 5 11 2 0 0 0 0 5 21 1 0 0 0 0 6 12 1 0 0 0 0 6 22 2 0 0 0 0 7 13 2 0 0 0 0 7 22 1 0 0 0 0 8 14 1 0 0 0 0 8 23 2 0 0 0 0 9 15 2 0 0 0 0 9 23 1 0 0 0 0 10 24 2 0 0 0 0 11 24 1 0 0 0 0 12 25 2 0 0 0 0 13 25 1 0 0 0 0 14 26 2 0 0 0 0 15 26 1 0 0 0 0 16 40 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 31 1 0 0 0 0 20 41 1 0 0 0 0 24 45 1 0 0 0 0 25 46 1 0 0 0 0 26 47 1 0 0 0 0 27 3 1 6 0 0 0 27 32 1 0 0 0 0 27 37 1 0 0 0 0 28 17 1 1 0 0 0 28 33 1 0 0 0 0 28 44 1 0 0 0 0 29 18 1 6 0 0 0 29 34 1 0 0 0 0 29 43 1 0 0 0 0 30 19 1 1 0 0 0 30 35 1 0 0 0 0 30 42 1 0 0 0 0 31 42 2 3 0 0 0 31 48 1 0 0 0 0 32 43 2 3 0 0 0 32 49 1 0 0 0 0 33 41 2 3 0 0 0 33 50 1 0 0 0 0 34 44 2 3 0 0 0 34 51 1 0 0 0 0 35 52 2 0 0 0 0 35 53 1 0 0 0 0 36 38 2 0 0 0 0 36 39 1 0 0 0 0 36 40 1 0 0 0 0 37 54 1 0 0 0 0 37 55 1 0 0 0 0 38 56 1 0 0 0 0 39 57 1 0 0 0 0 39 58 1 0 0 0 0 40 59 1 0 0 0 0 45 60 1 0 0 0 0 46 61 1 0 0 0 0 47 62 1 0 0 0 0 48 63 1 0 0 0 0 49 64 1 0 0 0 0 50 65 1 0 0 0 0 51 66 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000860
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	192715
ChEBI
CAS Number

Drug Properties

Molecular Weight	734.34
ALogP	-4.1229
MLogP	3.55
XLogP	2.182
HDA	14
HBD	11
Rotatable Bonds	31
TPSA	305.27
RO5 Violation	3