NPASS drugs

Drug Information

Drug ID:	NPD6809
Drug Name:
Molecular Formula:	C27H31N5O3
Canonical SMILES:	NC(=N)NCCC[C@H](C(=NCc1ccc(cc1)O)O)N=C(C(c1ccccc1)c1ccccc1)O
Standard InCHI:	InChI=1S/C27H31N5O3/c28-27(29)30-17-7-12-23(25(34)31-18-19-13-15-22(33)16-14-19)32-26(35)24(20-8-3-1-4-9-20)21-10-5-2-6-11-21/h1-6,8-11,13-16,23-24,33H,7,12,17-18H2,(H,31,34)(H,32,35)(H4,28,29,30)/t23-/m1/s1
Standard InCHIKey:	KUWBXRGRMQZCSS-HSZRJFAPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6809

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	195
0.1-0.2	1110
0.2-0.3	6935
0.3-0.4	5911
0.4-0.5	9962
0.5-0.6	5690
0.6-0.7	994
0.7-0.8	87
0.8-0.85	3
0.85-0.9	2
0.9-0.95	1
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	0.9104	NPC267237
High Similarity	0.8841	NPC214988
High Similarity	0.8582	NPC168861
Intermediate Similarity	0.831	NPC48202
Intermediate Similarity	0.8138	NPC326241
Intermediate Similarity	0.806	NPC283760
Intermediate Similarity	0.797	NPC82963
Intermediate Similarity	0.791	NPC38458
Intermediate Similarity	0.791	NPC311737
Intermediate Similarity	0.781	NPC273830
Intermediate Similarity	0.7778	NPC196243
Intermediate Similarity	0.7762	NPC326966
Intermediate Similarity	0.7761	NPC317254
Intermediate Similarity	0.7687	NPC118202
Intermediate Similarity	0.7654	NPC475532
Intermediate Similarity	0.764	NPC274198
Intermediate Similarity	0.764	NPC198254
Intermediate Similarity	0.7635	NPC170170
Intermediate Similarity	0.7635	NPC219233
Intermediate Similarity	0.7635	NPC211468
Intermediate Similarity	0.7622	NPC325651
Intermediate Similarity	0.761	NPC223207
Intermediate Similarity	0.7607	NPC165285
Intermediate Similarity	0.7584	NPC323123
Intermediate Similarity	0.7578	NPC280022
Intermediate Similarity	0.7576	NPC119652
Intermediate Similarity	0.7576	NPC97526
Intermediate Similarity	0.7568	NPC197045
Intermediate Similarity	0.7562	NPC290755
Intermediate Similarity	0.7562	NPC304074
Intermediate Similarity	0.7562	NPC471771
Intermediate Similarity	0.7531	NPC276506
Intermediate Similarity	0.7519	NPC474149
Intermediate Similarity	0.75	NPC24101
Intermediate Similarity	0.75	NPC17698
Intermediate Similarity	0.75	NPC271808
Intermediate Similarity	0.75	NPC96224
Intermediate Similarity	0.7469	NPC66490
Intermediate Similarity	0.7469	NPC129486
Intermediate Similarity	0.7432	NPC237227
Intermediate Similarity	0.7421	NPC469243
Intermediate Similarity	0.7413	NPC318965
Intermediate Similarity	0.74	NPC476989
Intermediate Similarity	0.7368	NPC153690
Intermediate Similarity	0.7348	NPC231705
Intermediate Similarity	0.7347	NPC244866
Intermediate Similarity	0.7347	NPC149379
Intermediate Similarity	0.7329	NPC22014
Intermediate Similarity	0.7313	NPC258056
Intermediate Similarity	0.7312	NPC475544
Intermediate Similarity	0.7273	NPC307020
Intermediate Similarity	0.7267	NPC94862
Intermediate Similarity	0.723	NPC208757
Intermediate Similarity	0.7219	NPC153554
Intermediate Similarity	0.7219	NPC475564
Intermediate Similarity	0.7219	NPC475409
Intermediate Similarity	0.7219	NPC170302
Intermediate Similarity	0.7202	NPC473546
Intermediate Similarity	0.7195	NPC328649
Intermediate Similarity	0.717	NPC473580
Intermediate Similarity	0.7164	NPC142297
Intermediate Similarity	0.7163	NPC268572
Intermediate Similarity	0.7161	NPC16188
Intermediate Similarity	0.7152	NPC60538
Intermediate Similarity	0.7152	NPC207824
Intermediate Similarity	0.7133	NPC27581
Intermediate Similarity	0.7122	NPC10286
Intermediate Similarity	0.7122	NPC213
Intermediate Similarity	0.7121	NPC178902
Intermediate Similarity	0.7114	NPC302171
Intermediate Similarity	0.7114	NPC300020
Intermediate Similarity	0.7114	NPC33338
Intermediate Similarity	0.7099	NPC29601
Intermediate Similarity	0.7092	NPC85276
Intermediate Similarity	0.7089	NPC233702
Intermediate Similarity	0.7086	NPC240130
Intermediate Similarity	0.7086	NPC61332
Intermediate Similarity	0.7076	NPC473404
Intermediate Similarity	0.707	NPC245974
Intermediate Similarity	0.7063	NPC277669
Intermediate Similarity	0.7063	NPC76213
Intermediate Similarity	0.7055	NPC79328
Intermediate Similarity	0.7051	NPC247298
Intermediate Similarity	0.7027	NPC124802
Intermediate Similarity	0.7025	NPC473491
Intermediate Similarity	0.7023	NPC125732
Intermediate Similarity	0.7021	NPC283468
Intermediate Similarity	0.7021	NPC137096
Intermediate Similarity	0.7014	NPC474862
Intermediate Similarity	0.7012	NPC191863
Intermediate Similarity	0.7012	NPC133470
Intermediate Similarity	0.7012	NPC289776
Intermediate Similarity	0.7	NPC13397
Remote Similarity	0.6983	NPC329295
Remote Similarity	0.698	NPC89769
Remote Similarity	0.698	NPC259665
Remote Similarity	0.698	NPC126859
Remote Similarity	0.6975	NPC2295
Remote Similarity	0.6975	NPC477564
Remote Similarity	0.6974	NPC64205
Remote Similarity	0.6972	NPC122009
Remote Similarity	0.6966	NPC471314
Remote Similarity	0.6966	NPC302715
Remote Similarity	0.6966	NPC471315
Remote Similarity	0.6959	NPC268763
Remote Similarity	0.6959	NPC66177
Remote Similarity	0.6959	NPC8305
Remote Similarity	0.6948	NPC197921
Remote Similarity	0.6947	NPC107619
Remote Similarity	0.6937	NPC202198
Remote Similarity	0.6934	NPC145638
Remote Similarity	0.6934	NPC290566
Remote Similarity	0.6933	NPC244336
Remote Similarity	0.6928	NPC242159
Remote Similarity	0.6928	NPC313694
Remote Similarity	0.6923	NPC43275
Remote Similarity	0.6913	NPC471321
Remote Similarity	0.6913	NPC478147
Remote Similarity	0.6913	NPC471306
Remote Similarity	0.6903	NPC91953
Remote Similarity	0.6903	NPC212850
Remote Similarity	0.6903	NPC189724
Remote Similarity	0.6903	NPC83289
Remote Similarity	0.689	NPC29647
Remote Similarity	0.6875	NPC326232
Remote Similarity	0.6875	NPC96275
Remote Similarity	0.6871	NPC326349
Remote Similarity	0.6871	NPC323336
Remote Similarity	0.6867	NPC474091
Remote Similarity	0.6866	NPC68055
Remote Similarity	0.6857	NPC235194
Remote Similarity	0.6848	NPC241794
Remote Similarity	0.6846	NPC296712
Remote Similarity	0.6845	NPC209377
Remote Similarity	0.6842	NPC155847
Remote Similarity	0.6842	NPC289381
Remote Similarity	0.6836	NPC102959
Remote Similarity	0.6835	NPC119569
Remote Similarity	0.6835	NPC311658
Remote Similarity	0.6833	NPC477638
Remote Similarity	0.6833	NPC477632
Remote Similarity	0.6832	NPC56685
Remote Similarity	0.6831	NPC106551
Remote Similarity	0.6831	NPC281686
Remote Similarity	0.6831	NPC188867
Remote Similarity	0.6826	NPC61004
Remote Similarity	0.6809	NPC142599
Remote Similarity	0.6806	NPC319950
Remote Similarity	0.6805	NPC193853
Remote Similarity	0.6805	NPC223077
Remote Similarity	0.6805	NPC195392
Remote Similarity	0.6805	NPC56887
Remote Similarity	0.6798	NPC51047
Remote Similarity	0.6798	NPC60516
Remote Similarity	0.6797	NPC218530
Remote Similarity	0.6795	NPC469360
Remote Similarity	0.6792	NPC185838
Remote Similarity	0.6786	NPC141957
Remote Similarity	0.6786	NPC146422
Remote Similarity	0.6779	NPC323775
Remote Similarity	0.6779	NPC236347
Remote Similarity	0.6772	NPC473804
Remote Similarity	0.6765	NPC211551
Remote Similarity	0.6759	NPC321133
Remote Similarity	0.6757	NPC95733
Remote Similarity	0.6757	NPC62101
Remote Similarity	0.6753	NPC6913
Remote Similarity	0.6753	NPC6570
Remote Similarity	0.6748	NPC244509
Remote Similarity	0.6748	NPC476268
Remote Similarity	0.6746	NPC284183
Remote Similarity	0.6746	NPC4138
Remote Similarity	0.6746	NPC121275
Remote Similarity	0.6744	NPC475215
Remote Similarity	0.6744	NPC108434
Remote Similarity	0.6742	NPC473388
Remote Similarity	0.6742	NPC82664
Remote Similarity	0.6742	NPC132271
Remote Similarity	0.6742	NPC292730
Remote Similarity	0.6742	NPC216520
Remote Similarity	0.6733	NPC311753
Remote Similarity	0.6726	NPC247251
Remote Similarity	0.6721	NPC477550
Remote Similarity	0.6721	NPC477552
Remote Similarity	0.6718	NPC151715
Remote Similarity	0.6715	NPC271274
Remote Similarity	0.6712	NPC284078
Remote Similarity	0.6711	NPC475735
Remote Similarity	0.6711	NPC257390
Remote Similarity	0.6711	NPC45191
Remote Similarity	0.6711	NPC29477
Remote Similarity	0.6711	NPC477937
Remote Similarity	0.6708	NPC191376
Remote Similarity	0.6708	NPC179825
Remote Similarity	0.6708	NPC476151
Remote Similarity	0.6708	NPC321505
Remote Similarity	0.6706	NPC35627
Remote Similarity	0.6706	NPC476573
Remote Similarity	0.6706	NPC81247
Remote Similarity	0.6704	NPC283207

Drug Structure

NPD6809 OpenBabel08211710072D 42 44 0 0 1 0 0 0 0 0999 V2000 6.9282 6.0000 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 6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 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 6.0622 -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 7.7942 4.5000 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 5.1962 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 1.7321 -0.0000 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 0.8660 -0.5000 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 2.5981 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 6.9282 4.0000 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 5.1962 1.0000 0.0000 C 0 0 2 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 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 6.9282 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 N 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 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 0.0000 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 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 1 0 0 0 0 7 17 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 13 15 1 0 0 0 0 13 19 2 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 15 22 2 0 0 0 0 16 22 1 0 0 0 0 17 30 1 0 0 0 0 18 19 1 0 0 0 0 18 31 1 0 0 0 0 20 24 1 0 0 0 0 21 24 1 0 0 0 0 22 33 1 0 0 0 0 23 12 1 6 0 0 0 23 25 1 0 0 0 0 23 32 1 0 0 0 0 24 26 1 0 0 0 0 25 31 2 3 0 0 0 25 34 1 0 0 0 0 26 32 2 3 0 0 0 26 35 1 0 0 0 0 27 28 2 0 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 28 36 1 0 0 0 0 29 37 1 0 0 0 0 29 38 1 0 0 0 0 30 39 1 0 0 0 0 33 40 1 0 0 0 0 34 41 1 0 0 0 0 35 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000317
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311023
ChEBI
CAS Number

Drug Properties

Molecular Weight	473.24
ALogP	-2.1718
MLogP	3.55
XLogP	7.578
HDA	7
HBD	6
Rotatable Bonds	16
TPSA	147.31
RO5 Violation	3