NPASS drugs

Drug Information

Drug ID:	NPD4419
Drug Name:
Molecular Formula:	C21H21NO5
Canonical SMILES:	OCC1N(C)CCC1c1c(O)cc(c2c1oc(cc2=O)c1ccccc1)O
Standard InCHI:	InChI=1S/C21H21NO5/c1-22-8-7-13(14(22)11-23)19-15(24)9-16(25)20-17(26)10-18(27-21(19)20)12-5-3-2-4-6-12/h2-6,9-10,13-14,23-25H,7-8,11H2,1H3
Standard InCHIKey:	HRTOUPQLDWWXIX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4419

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	199
0.1-0.2	939
0.2-0.3	2471
0.3-0.4	7035
0.4-0.5	5647
0.5-0.6	4322
0.6-0.7	6342
0.7-0.8	3553
0.8-0.85	376
0.85-0.9	5
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	0.9217	NPC129578
High Similarity	0.8889	NPC309692
High Similarity	0.8857	NPC469437
High Similarity	0.8764	NPC264938
High Similarity	0.8671	NPC327005
High Similarity	0.8516	NPC83019
Intermediate Similarity	0.8462	NPC204580
Intermediate Similarity	0.8405	NPC271288
Intermediate Similarity	0.8373	NPC476185
Intermediate Similarity	0.8373	NPC321896
Intermediate Similarity	0.8364	NPC168085
Intermediate Similarity	0.8333	NPC282300
Intermediate Similarity	0.8313	NPC470461
Intermediate Similarity	0.8313	NPC317492
Intermediate Similarity	0.8303	NPC308200
Intermediate Similarity	0.8293	NPC224714
Intermediate Similarity	0.8274	NPC285623
Intermediate Similarity	0.8272	NPC159275
Intermediate Similarity	0.8272	NPC241100
Intermediate Similarity	0.8263	NPC29777
Intermediate Similarity	0.8263	NPC471115
Intermediate Similarity	0.8253	NPC145467
Intermediate Similarity	0.8253	NPC6511
Intermediate Similarity	0.8253	NPC470460
Intermediate Similarity	0.8253	NPC39195
Intermediate Similarity	0.8242	NPC472629
Intermediate Similarity	0.8242	NPC476088
Intermediate Similarity	0.8242	NPC477955
Intermediate Similarity	0.8242	NPC474161
Intermediate Similarity	0.8232	NPC223812
Intermediate Similarity	0.8232	NPC278249
Intermediate Similarity	0.8232	NPC77794
Intermediate Similarity	0.8232	NPC107177
Intermediate Similarity	0.8232	NPC125894
Intermediate Similarity	0.8232	NPC81697
Intermediate Similarity	0.8232	NPC85162
Intermediate Similarity	0.8232	NPC11700
Intermediate Similarity	0.8221	NPC110969
Intermediate Similarity	0.8214	NPC290671
Intermediate Similarity	0.8214	NPC471675
Intermediate Similarity	0.821	NPC55018
Intermediate Similarity	0.821	NPC53181
Intermediate Similarity	0.821	NPC220062
Intermediate Similarity	0.821	NPC18260
Intermediate Similarity	0.821	NPC96565
Intermediate Similarity	0.821	NPC216978
Intermediate Similarity	0.821	NPC217186
Intermediate Similarity	0.821	NPC78913
Intermediate Similarity	0.821	NPC303633
Intermediate Similarity	0.821	NPC301217
Intermediate Similarity	0.8204	NPC39929
Intermediate Similarity	0.8204	NPC473016
Intermediate Similarity	0.8204	NPC471114
Intermediate Similarity	0.8204	NPC5173
Intermediate Similarity	0.8204	NPC296030
Intermediate Similarity	0.8193	NPC79469
Intermediate Similarity	0.8193	NPC10990
Intermediate Similarity	0.8193	NPC201731
Intermediate Similarity	0.8193	NPC24673
Intermediate Similarity	0.8193	NPC237635
Intermediate Similarity	0.8193	NPC104406
Intermediate Similarity	0.8193	NPC473077
Intermediate Similarity	0.8193	NPC97716
Intermediate Similarity	0.8193	NPC296998
Intermediate Similarity	0.8193	NPC300988
Intermediate Similarity	0.8182	NPC273538
Intermediate Similarity	0.8182	NPC234629
Intermediate Similarity	0.8182	NPC319752
Intermediate Similarity	0.8182	NPC216538
Intermediate Similarity	0.8182	NPC124780
Intermediate Similarity	0.8182	NPC131579
Intermediate Similarity	0.8182	NPC473014
Intermediate Similarity	0.8182	NPC470890
Intermediate Similarity	0.8182	NPC311741
Intermediate Similarity	0.8182	NPC473013
Intermediate Similarity	0.8182	NPC235217
Intermediate Similarity	0.8182	NPC311144
Intermediate Similarity	0.8182	NPC87486
Intermediate Similarity	0.8182	NPC326500
Intermediate Similarity	0.8182	NPC473015
Intermediate Similarity	0.8182	NPC131568
Intermediate Similarity	0.8171	NPC64915
Intermediate Similarity	0.8171	NPC32739
Intermediate Similarity	0.8171	NPC148757
Intermediate Similarity	0.8171	NPC265040
Intermediate Similarity	0.8171	NPC202981
Intermediate Similarity	0.8171	NPC10937
Intermediate Similarity	0.8171	NPC328164
Intermediate Similarity	0.8171	NPC78
Intermediate Similarity	0.8171	NPC166482
Intermediate Similarity	0.8171	NPC220998
Intermediate Similarity	0.8171	NPC226636
Intermediate Similarity	0.8171	NPC66515
Intermediate Similarity	0.8171	NPC161506
Intermediate Similarity	0.8171	NPC76338
Intermediate Similarity	0.8171	NPC324436
Intermediate Similarity	0.8171	NPC177354
Intermediate Similarity	0.8171	NPC107572
Intermediate Similarity	0.8171	NPC1089
Intermediate Similarity	0.8171	NPC194432
Intermediate Similarity	0.8171	NPC324134
Intermediate Similarity	0.8171	NPC227579
Intermediate Similarity	0.8171	NPC76372
Intermediate Similarity	0.8171	NPC166934
Intermediate Similarity	0.8171	NPC40833
Intermediate Similarity	0.8171	NPC306829
Intermediate Similarity	0.8171	NPC182852
Intermediate Similarity	0.8171	NPC223500
Intermediate Similarity	0.8171	NPC11561
Intermediate Similarity	0.8171	NPC37496
Intermediate Similarity	0.8171	NPC228504
Intermediate Similarity	0.8171	NPC125855
Intermediate Similarity	0.8171	NPC167624
Intermediate Similarity	0.8171	NPC296917
Intermediate Similarity	0.8166	NPC31627
Intermediate Similarity	0.8166	NPC476238
Intermediate Similarity	0.8166	NPC327269
Intermediate Similarity	0.816	NPC326109
Intermediate Similarity	0.816	NPC215311
Intermediate Similarity	0.816	NPC172986
Intermediate Similarity	0.816	NPC129853
Intermediate Similarity	0.816	NPC219917
Intermediate Similarity	0.816	NPC261227
Intermediate Similarity	0.816	NPC284550
Intermediate Similarity	0.816	NPC48624
Intermediate Similarity	0.816	NPC150522
Intermediate Similarity	0.816	NPC172250
Intermediate Similarity	0.816	NPC213659
Intermediate Similarity	0.816	NPC204985
Intermediate Similarity	0.816	NPC80962
Intermediate Similarity	0.816	NPC144118
Intermediate Similarity	0.816	NPC76445
Intermediate Similarity	0.816	NPC270883
Intermediate Similarity	0.816	NPC259166
Intermediate Similarity	0.8155	NPC37348
Intermediate Similarity	0.8155	NPC61258
Intermediate Similarity	0.8155	NPC474735
Intermediate Similarity	0.8148	NPC201395
Intermediate Similarity	0.8144	NPC266572
Intermediate Similarity	0.8144	NPC135325
Intermediate Similarity	0.8133	NPC470458
Intermediate Similarity	0.8133	NPC267375
Intermediate Similarity	0.8133	NPC154217
Intermediate Similarity	0.8133	NPC312973
Intermediate Similarity	0.8133	NPC20488
Intermediate Similarity	0.8133	NPC475052
Intermediate Similarity	0.8133	NPC111786
Intermediate Similarity	0.8133	NPC306488
Intermediate Similarity	0.8133	NPC301276
Intermediate Similarity	0.8133	NPC88964
Intermediate Similarity	0.8133	NPC127059
Intermediate Similarity	0.8133	NPC178343
Intermediate Similarity	0.8133	NPC83357
Intermediate Similarity	0.8133	NPC285630
Intermediate Similarity	0.8133	NPC176229
Intermediate Similarity	0.8133	NPC67805
Intermediate Similarity	0.8133	NPC299011
Intermediate Similarity	0.8133	NPC54577
Intermediate Similarity	0.8133	NPC142405
Intermediate Similarity	0.8133	NPC5820
Intermediate Similarity	0.8133	NPC470647
Intermediate Similarity	0.8133	NPC246948
Intermediate Similarity	0.8133	NPC195621
Intermediate Similarity	0.8133	NPC470322
Intermediate Similarity	0.8133	NPC214774
Intermediate Similarity	0.8133	NPC124729
Intermediate Similarity	0.8121	NPC310130
Intermediate Similarity	0.8121	NPC316816
Intermediate Similarity	0.8121	NPC164980
Intermediate Similarity	0.8121	NPC24821
Intermediate Similarity	0.8121	NPC149026
Intermediate Similarity	0.8121	NPC190637
Intermediate Similarity	0.8121	NPC113770
Intermediate Similarity	0.8121	NPC91560
Intermediate Similarity	0.8121	NPC214166
Intermediate Similarity	0.8121	NPC476178
Intermediate Similarity	0.8121	NPC219915
Intermediate Similarity	0.8121	NPC475705
Intermediate Similarity	0.8121	NPC212932
Intermediate Similarity	0.8121	NPC51887
Intermediate Similarity	0.8121	NPC68104
Intermediate Similarity	0.8121	NPC39329
Intermediate Similarity	0.8121	NPC169591
Intermediate Similarity	0.8121	NPC18585
Intermediate Similarity	0.8121	NPC293053
Intermediate Similarity	0.8121	NPC175504
Intermediate Similarity	0.8121	NPC166138
Intermediate Similarity	0.8121	NPC478086
Intermediate Similarity	0.8121	NPC257097
Intermediate Similarity	0.8121	NPC106985
Intermediate Similarity	0.8121	NPC150408
Intermediate Similarity	0.8121	NPC185276
Intermediate Similarity	0.8121	NPC75049
Intermediate Similarity	0.8121	NPC117836
Intermediate Similarity	0.8121	NPC143896
Intermediate Similarity	0.8121	NPC221432
Intermediate Similarity	0.8121	NPC9117
Intermediate Similarity	0.8118	NPC213608
Intermediate Similarity	0.8118	NPC1477
Intermediate Similarity	0.811	NPC52789

Drug Structure

NPD4419 OpenBabel08211705262D 30 33 0 0 1 0 0 0 0 0999 V2000 -0.6443 3.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -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 2.5981 -0.5000 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 -2.5411 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 2.5388 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0280 1.2788 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 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9230 1.5878 0.0000 C 0 0 3 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 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 -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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 2.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7712 1.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7222 1.6389 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 8 22 1 0 0 0 0 9 15 2 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 10 18 2 0 0 0 0 11 14 1 0 0 0 0 11 23 1 0 0 0 0 12 18 1 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 19 1 0 0 0 0 15 24 1 0 0 0 0 16 20 2 0 0 0 0 16 25 1 0 0 0 0 17 20 1 0 0 0 0 17 26 2 0 0 0 0 18 27 1 0 0 0 0 19 21 2 0 0 0 0 20 21 1 0 0 0 0 21 27 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001074
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10406644
ChEBI
CAS Number

Drug Properties

Molecular Weight	367.14
ALogP	-2.3903
MLogP	3.11
XLogP	2.413
HDA	3
HBD	3
Rotatable Bonds	7
TPSA	90.23
RO5 Violation	0