NPASS drugs

Drug Information

Drug ID:	NPD4377
Drug Name:	AS-35
Molecular Formula:	C21H20N6O4
Canonical SMILES:	CCCc1c(OCc2cccn3c2ncc(c3=O)c2n[nH]nn2)ccc(c1O)C(=O)C
Standard InCHI:	InChI=1S/C21H20N6O4/c1-3-5-15-17(8-7-14(12(2)28)18(15)29)31-11-13-6-4-9-27-20(13)22-10-16(21(27)30)19-23-25-26-24-19/h4,6-10,29H,3,5,11H2,1-2H3,(H,23,24,25,26)
Standard InCHIKey:	RVRGDCZGEKSIRW-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4377

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	261
0.1-0.2	1401
0.2-0.3	5313
0.3-0.4	7771
0.4-0.5	4936
0.5-0.6	7700
0.6-0.7	3486
0.7-0.8	22
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	0.7123	NPC14390
Intermediate Similarity	0.7098	NPC168085
Intermediate Similarity	0.7092	NPC473194
Intermediate Similarity	0.7064	NPC16249
Intermediate Similarity	0.7062	NPC317492
Intermediate Similarity	0.7053	NPC110969
Intermediate Similarity	0.7047	NPC97716
Intermediate Similarity	0.7047	NPC201731
Intermediate Similarity	0.7047	NPC24673
Intermediate Similarity	0.7047	NPC79469
Intermediate Similarity	0.7047	NPC104406
Intermediate Similarity	0.7047	NPC237635
Intermediate Similarity	0.7031	NPC319752
Intermediate Similarity	0.7016	NPC226636
Intermediate Similarity	0.7016	NPC11561
Intermediate Similarity	0.701	NPC266572
Intermediate Similarity	0.701	NPC6511
Intermediate Similarity	0.7	NPC172986
Intermediate Similarity	0.7	NPC270883
Intermediate Similarity	0.7	NPC261227
Intermediate Similarity	0.7	NPC159275
Intermediate Similarity	0.7	NPC241100
Remote Similarity	0.6995	NPC474161
Remote Similarity	0.6995	NPC476088
Remote Similarity	0.6991	NPC476662
Remote Similarity	0.699	NPC327005
Remote Similarity	0.6979	NPC169591
Remote Similarity	0.6979	NPC39329
Remote Similarity	0.6979	NPC143896
Remote Similarity	0.6979	NPC150408
Remote Similarity	0.6979	NPC175504
Remote Similarity	0.6979	NPC91560
Remote Similarity	0.6979	NPC68104
Remote Similarity	0.6979	NPC164980
Remote Similarity	0.6979	NPC75049
Remote Similarity	0.6979	NPC149026
Remote Similarity	0.6979	NPC221432
Remote Similarity	0.6979	NPC257097
Remote Similarity	0.6979	NPC310130
Remote Similarity	0.6974	NPC221868
Remote Similarity	0.6974	NPC37208
Remote Similarity	0.6974	NPC296030
Remote Similarity	0.6974	NPC39929
Remote Similarity	0.697	NPC473193
Remote Similarity	0.6963	NPC64908
Remote Similarity	0.6963	NPC156590
Remote Similarity	0.6963	NPC118840
Remote Similarity	0.6963	NPC3188
Remote Similarity	0.6963	NPC103362
Remote Similarity	0.6963	NPC282300
Remote Similarity	0.6963	NPC205006
Remote Similarity	0.6963	NPC147688
Remote Similarity	0.6961	NPC129578
Remote Similarity	0.6959	NPC23728
Remote Similarity	0.6959	NPC130581
Remote Similarity	0.6959	NPC110303
Remote Similarity	0.6959	NPC12148
Remote Similarity	0.6954	NPC285623
Remote Similarity	0.6954	NPC31627
Remote Similarity	0.6954	NPC476238
Remote Similarity	0.6954	NPC327269
Remote Similarity	0.6947	NPC96565
Remote Similarity	0.6947	NPC53181
Remote Similarity	0.6947	NPC78913
Remote Similarity	0.6947	NPC473076
Remote Similarity	0.6947	NPC301217
Remote Similarity	0.6947	NPC217186
Remote Similarity	0.6947	NPC23257
Remote Similarity	0.6947	NPC220062
Remote Similarity	0.6947	NPC18260
Remote Similarity	0.6947	NPC55018
Remote Similarity	0.6947	NPC303633
Remote Similarity	0.6947	NPC216978
Remote Similarity	0.6944	NPC476661
Remote Similarity	0.6943	NPC234629
Remote Similarity	0.6943	NPC197252
Remote Similarity	0.6943	NPC473015
Remote Similarity	0.6943	NPC311741
Remote Similarity	0.6943	NPC209040
Remote Similarity	0.6943	NPC473013
Remote Similarity	0.6943	NPC236766
Remote Similarity	0.6939	NPC476185
Remote Similarity	0.6939	NPC188403
Remote Similarity	0.6939	NPC321896
Remote Similarity	0.6927	NPC328164
Remote Similarity	0.6927	NPC228504
Remote Similarity	0.6927	NPC78
Remote Similarity	0.6927	NPC299080
Remote Similarity	0.6927	NPC194432
Remote Similarity	0.6927	NPC1089
Remote Similarity	0.6927	NPC64915
Remote Similarity	0.6927	NPC10937
Remote Similarity	0.6927	NPC217083
Remote Similarity	0.6927	NPC182852
Remote Similarity	0.6927	NPC59739
Remote Similarity	0.6927	NPC166934
Remote Similarity	0.6927	NPC227579
Remote Similarity	0.6927	NPC125855
Remote Similarity	0.6927	NPC324134
Remote Similarity	0.6927	NPC78803
Remote Similarity	0.6927	NPC76338
Remote Similarity	0.6927	NPC32739
Remote Similarity	0.6927	NPC177354
Remote Similarity	0.6927	NPC220998
Remote Similarity	0.6927	NPC223500
Remote Similarity	0.6927	NPC76372
Remote Similarity	0.6927	NPC40833
Remote Similarity	0.6927	NPC214236
Remote Similarity	0.6927	NPC107572
Remote Similarity	0.6927	NPC296917
Remote Similarity	0.6927	NPC167624
Remote Similarity	0.6927	NPC293852
Remote Similarity	0.6927	NPC62840
Remote Similarity	0.6927	NPC306829
Remote Similarity	0.6927	NPC265040
Remote Similarity	0.6927	NPC37496
Remote Similarity	0.6927	NPC324436
Remote Similarity	0.6927	NPC166482
Remote Similarity	0.6927	NPC148757
Remote Similarity	0.6927	NPC161506
Remote Similarity	0.6927	NPC66515
Remote Similarity	0.6923	NPC135325
Remote Similarity	0.6923	NPC161191
Remote Similarity	0.6923	NPC132592
Remote Similarity	0.6923	NPC321623
Remote Similarity	0.6923	NPC160821
Remote Similarity	0.6923	NPC272194
Remote Similarity	0.6923	NPC189087
Remote Similarity	0.6919	NPC122365
Remote Similarity	0.6919	NPC1477
Remote Similarity	0.6919	NPC213608
Remote Similarity	0.6911	NPC219917
Remote Similarity	0.6911	NPC235239
Remote Similarity	0.6911	NPC213659
Remote Similarity	0.6911	NPC259166
Remote Similarity	0.6911	NPC69769
Remote Similarity	0.6911	NPC475680
Remote Similarity	0.6911	NPC204985
Remote Similarity	0.6911	NPC172250
Remote Similarity	0.6911	NPC48624
Remote Similarity	0.6911	NPC80962
Remote Similarity	0.6911	NPC326109
Remote Similarity	0.6911	NPC215311
Remote Similarity	0.6911	NPC150522
Remote Similarity	0.6911	NPC144118
Remote Similarity	0.6911	NPC305355
Remote Similarity	0.6911	NPC471587
Remote Similarity	0.6908	NPC309692
Remote Similarity	0.6907	NPC214774
Remote Similarity	0.6907	NPC83357
Remote Similarity	0.6907	NPC312973
Remote Similarity	0.6907	NPC111786
Remote Similarity	0.6907	NPC470647
Remote Similarity	0.6907	NPC301276
Remote Similarity	0.6907	NPC67805
Remote Similarity	0.6907	NPC176229
Remote Similarity	0.6907	NPC246948
Remote Similarity	0.6907	NPC54577
Remote Similarity	0.6907	NPC195621
Remote Similarity	0.6907	NPC267375
Remote Similarity	0.6907	NPC51641
Remote Similarity	0.6907	NPC475052
Remote Similarity	0.6907	NPC88964
Remote Similarity	0.6907	NPC142405
Remote Similarity	0.6907	NPC210826
Remote Similarity	0.6907	NPC300267
Remote Similarity	0.6907	NPC20488
Remote Similarity	0.6904	NPC471675
Remote Similarity	0.6904	NPC472580
Remote Similarity	0.69	NPC65504
Remote Similarity	0.6895	NPC201395
Remote Similarity	0.6895	NPC124269
Remote Similarity	0.6891	NPC223812
Remote Similarity	0.6891	NPC125894
Remote Similarity	0.6891	NPC38219
Remote Similarity	0.6891	NPC478086
Remote Similarity	0.6891	NPC18585
Remote Similarity	0.6891	NPC81697
Remote Similarity	0.6891	NPC278249
Remote Similarity	0.6891	NPC316816
Remote Similarity	0.6891	NPC106985
Remote Similarity	0.6891	NPC214166
Remote Similarity	0.6891	NPC185276
Remote Similarity	0.6891	NPC107177
Remote Similarity	0.6891	NPC85162
Remote Similarity	0.6891	NPC77794
Remote Similarity	0.6891	NPC166138
Remote Similarity	0.6888	NPC5173
Remote Similarity	0.6888	NPC226644
Remote Similarity	0.6888	NPC37226
Remote Similarity	0.6878	NPC174999
Remote Similarity	0.6875	NPC156190
Remote Similarity	0.6875	NPC279650
Remote Similarity	0.6875	NPC52789
Remote Similarity	0.6875	NPC324386
Remote Similarity	0.6875	NPC469404
Remote Similarity	0.6875	NPC312391
Remote Similarity	0.6875	NPC55832
Remote Similarity	0.6875	NPC213322
Remote Similarity	0.6875	NPC166689

Drug Structure

NPD4377 OpenBabel08211705262D 33 36 0 0 0 0 0 0 0 0999 V2000 -8.8769 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 -6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -3.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 -3.6808 -1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.7429 -3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 -4.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -0.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -4.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 -0.9706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7429 -4.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 12 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 4 9 2 0 0 0 0 5 15 1 0 0 0 0 6 13 2 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 27 1 0 0 0 0 10 16 2 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 31 1 0 0 0 0 12 14 1 0 0 0 0 12 28 2 0 0 0 0 13 20 1 0 0 0 0 14 18 2 0 0 0 0 15 17 2 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 16 21 1 0 0 0 0 17 31 1 0 0 0 0 18 29 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 20 22 2 0 0 0 0 20 27 1 0 0 0 0 21 27 1 0 0 0 0 21 30 2 0 0 0 0 23 25 1 0 0 0 0 24 26 2 0 0 0 0 25 26 1 0 0 0 0 25 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015793
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.15
ALogP	-2.6364
MLogP	2.67
XLogP	1.55
HDA	8
HBD	2
Rotatable Bonds	10
TPSA	133.66
RO5 Violation	0