NPASS drugs

Drug Information

Drug ID:	NPD3658
Drug Name:
Molecular Formula:	C19H28N4O3
Canonical SMILES:	CCc1c(OCCCCCC(c2n[nH]nn2)(C)C)cc(cc1C(=O)C)O
Standard InCHI:	InChI=1S/C19H28N4O3/c1-5-15-16(13(2)24)11-14(25)12-17(15)26-10-8-6-7-9-19(3,4)18-20-22-23-21-18/h11-12,25H,5-10H2,1-4H3,(H,20,21,22,23)
Standard InCHIKey:	VSDBVKWYFGKZPY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3658

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	221
0.1-0.2	1129
0.2-0.3	3025
0.3-0.4	8937
0.4-0.5	4238
0.5-0.6	5627
0.6-0.7	7215
0.7-0.8	498
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	0.7725	NPC96692
Intermediate Similarity	0.7706	NPC77903
Intermediate Similarity	0.7706	NPC17101
Intermediate Similarity	0.7674	NPC13282
Intermediate Similarity	0.763	NPC106372
Intermediate Similarity	0.763	NPC58668
Intermediate Similarity	0.7586	NPC207624
Intermediate Similarity	0.7529	NPC23668
Intermediate Similarity	0.7529	NPC115324
Intermediate Similarity	0.7529	NPC193976
Intermediate Similarity	0.75	NPC148938
Intermediate Similarity	0.7486	NPC142308
Intermediate Similarity	0.7458	NPC180924
Intermediate Similarity	0.7443	NPC473194
Intermediate Similarity	0.7443	NPC303950
Intermediate Similarity	0.7443	NPC235333
Intermediate Similarity	0.743	NPC313368
Intermediate Similarity	0.7416	NPC246647
Intermediate Similarity	0.7416	NPC212967
Intermediate Similarity	0.7416	NPC164110
Intermediate Similarity	0.7416	NPC158542
Intermediate Similarity	0.7416	NPC96342
Intermediate Similarity	0.7416	NPC196448
Intermediate Similarity	0.7412	NPC49108
Intermediate Similarity	0.7401	NPC297531
Intermediate Similarity	0.7401	NPC473193
Intermediate Similarity	0.7401	NPC99199
Intermediate Similarity	0.7401	NPC213936
Intermediate Similarity	0.7399	NPC17816
Intermediate Similarity	0.7386	NPC154683
Intermediate Similarity	0.7386	NPC40356
Intermediate Similarity	0.7368	NPC472006
Intermediate Similarity	0.7368	NPC310340
Intermediate Similarity	0.7345	NPC183874
Intermediate Similarity	0.7341	NPC469758
Intermediate Similarity	0.733	NPC170169
Intermediate Similarity	0.7318	NPC268360
Intermediate Similarity	0.7314	NPC10027
Intermediate Similarity	0.7314	NPC65775
Intermediate Similarity	0.7314	NPC178202
Intermediate Similarity	0.731	NPC18714
Intermediate Similarity	0.731	NPC103752
Intermediate Similarity	0.7303	NPC198490
Intermediate Similarity	0.7299	NPC150215
Intermediate Similarity	0.7288	NPC474843
Intermediate Similarity	0.7288	NPC5871
Intermediate Similarity	0.7283	NPC230943
Intermediate Similarity	0.7283	NPC134621
Intermediate Similarity	0.7283	NPC469764
Intermediate Similarity	0.7278	NPC226287
Intermediate Similarity	0.7278	NPC239118
Intermediate Similarity	0.7278	NPC23870
Intermediate Similarity	0.7278	NPC4950
Intermediate Similarity	0.7278	NPC218818
Intermediate Similarity	0.7273	NPC321896
Intermediate Similarity	0.7273	NPC78335
Intermediate Similarity	0.7273	NPC476185
Intermediate Similarity	0.7273	NPC230713
Intermediate Similarity	0.7273	NPC167576
Intermediate Similarity	0.7268	NPC316262
Intermediate Similarity	0.7268	NPC314653
Intermediate Similarity	0.7268	NPC473286
Intermediate Similarity	0.7267	NPC3732
Intermediate Similarity	0.7262	NPC242712
Intermediate Similarity	0.7257	NPC35150
Intermediate Similarity	0.7257	NPC135325
Intermediate Similarity	0.7257	NPC106328
Intermediate Similarity	0.7251	NPC90411
Intermediate Similarity	0.7251	NPC1704
Intermediate Similarity	0.7251	NPC67650
Intermediate Similarity	0.7251	NPC275734
Intermediate Similarity	0.7247	NPC1477
Intermediate Similarity	0.7247	NPC135522
Intermediate Similarity	0.7247	NPC213608
Intermediate Similarity	0.7241	NPC299011
Intermediate Similarity	0.7241	NPC130176
Intermediate Similarity	0.7241	NPC51641
Intermediate Similarity	0.7241	NPC300267
Intermediate Similarity	0.7241	NPC472033
Intermediate Similarity	0.7241	NPC99454
Intermediate Similarity	0.7241	NPC107625
Intermediate Similarity	0.7241	NPC237208
Intermediate Similarity	0.7238	NPC470810
Intermediate Similarity	0.7235	NPC124269
Intermediate Similarity	0.7235	NPC112757
Intermediate Similarity	0.7232	NPC232645
Intermediate Similarity	0.7232	NPC72958
Intermediate Similarity	0.7232	NPC474417
Intermediate Similarity	0.7232	NPC478148
Intermediate Similarity	0.7232	NPC156244
Intermediate Similarity	0.7232	NPC149085
Intermediate Similarity	0.7232	NPC149526
Intermediate Similarity	0.7228	NPC53640
Intermediate Similarity	0.7225	NPC66404
Intermediate Similarity	0.7225	NPC302181
Intermediate Similarity	0.7225	NPC95123
Intermediate Similarity	0.7219	NPC240593
Intermediate Similarity	0.7216	NPC39929
Intermediate Similarity	0.7216	NPC97028
Intermediate Similarity	0.7216	NPC158338
Intermediate Similarity	0.7216	NPC37226
Intermediate Similarity	0.7216	NPC288036
Intermediate Similarity	0.7216	NPC296030
Intermediate Similarity	0.7216	NPC317492
Intermediate Similarity	0.7216	NPC97029
Intermediate Similarity	0.7216	NPC471114
Intermediate Similarity	0.7216	NPC100985
Intermediate Similarity	0.7216	NPC65589
Intermediate Similarity	0.7216	NPC226644
Intermediate Similarity	0.7213	NPC473313
Intermediate Similarity	0.7213	NPC100849
Intermediate Similarity	0.7213	NPC472278
Intermediate Similarity	0.7213	NPC329669
Intermediate Similarity	0.7213	NPC18100
Intermediate Similarity	0.7213	NPC133065
Intermediate Similarity	0.7209	NPC171870
Intermediate Similarity	0.7207	NPC474542
Intermediate Similarity	0.7202	NPC144027
Intermediate Similarity	0.7202	NPC236974
Intermediate Similarity	0.72	NPC14875
Intermediate Similarity	0.72	NPC12148
Intermediate Similarity	0.72	NPC10990
Intermediate Similarity	0.72	NPC259632
Intermediate Similarity	0.72	NPC300988
Intermediate Similarity	0.72	NPC130581
Intermediate Similarity	0.7198	NPC96031
Intermediate Similarity	0.7193	NPC137009
Intermediate Similarity	0.7193	NPC37206
Intermediate Similarity	0.7191	NPC87708
Intermediate Similarity	0.7191	NPC67654
Intermediate Similarity	0.7191	NPC474993
Intermediate Similarity	0.7189	NPC198075
Intermediate Similarity	0.7186	NPC203817
Intermediate Similarity	0.7184	NPC98926
Intermediate Similarity	0.7184	NPC303185
Intermediate Similarity	0.7184	NPC184649
Intermediate Similarity	0.7184	NPC311144
Intermediate Similarity	0.7184	NPC472034
Intermediate Similarity	0.7184	NPC312789
Intermediate Similarity	0.7184	NPC476055
Intermediate Similarity	0.7184	NPC29577
Intermediate Similarity	0.7184	NPC155144
Intermediate Similarity	0.7176	NPC188879
Intermediate Similarity	0.7175	NPC470568
Intermediate Similarity	0.7175	NPC202595
Intermediate Similarity	0.7175	NPC295036
Intermediate Similarity	0.7175	NPC470107
Intermediate Similarity	0.7175	NPC227122
Intermediate Similarity	0.7175	NPC60413
Intermediate Similarity	0.7174	NPC472277
Intermediate Similarity	0.7174	NPC39306
Intermediate Similarity	0.7174	NPC474591
Intermediate Similarity	0.7168	NPC51106
Intermediate Similarity	0.7168	NPC73028
Intermediate Similarity	0.7168	NPC53192
Intermediate Similarity	0.7168	NPC202981
Intermediate Similarity	0.7167	NPC160015
Intermediate Similarity	0.7167	NPC247677
Intermediate Similarity	0.7159	NPC256672
Intermediate Similarity	0.7159	NPC168085
Intermediate Similarity	0.7159	NPC172329
Intermediate Similarity	0.7159	NPC2569
Intermediate Similarity	0.7159	NPC471642
Intermediate Similarity	0.7159	NPC471641
Intermediate Similarity	0.7159	NPC39195
Intermediate Similarity	0.7159	NPC7025
Intermediate Similarity	0.7159	NPC27221
Intermediate Similarity	0.7159	NPC240253
Intermediate Similarity	0.7159	NPC240622
Intermediate Similarity	0.7151	NPC169990
Intermediate Similarity	0.7151	NPC72370
Intermediate Similarity	0.7151	NPC472462
Intermediate Similarity	0.7151	NPC11056
Intermediate Similarity	0.7151	NPC28337
Intermediate Similarity	0.7151	NPC210942
Intermediate Similarity	0.7143	NPC476283
Intermediate Similarity	0.7143	NPC210826
Intermediate Similarity	0.7143	NPC187282
Intermediate Similarity	0.7143	NPC304839
Intermediate Similarity	0.7143	NPC196114
Intermediate Similarity	0.7143	NPC24136
Intermediate Similarity	0.7143	NPC220582
Intermediate Similarity	0.7143	NPC290133
Intermediate Similarity	0.7135	NPC39819
Intermediate Similarity	0.7135	NPC305965
Intermediate Similarity	0.7135	NPC230848
Intermediate Similarity	0.7135	NPC200773
Intermediate Similarity	0.7135	NPC472368
Intermediate Similarity	0.7135	NPC57380
Intermediate Similarity	0.7135	NPC258249
Intermediate Similarity	0.7135	NPC240768
Intermediate Similarity	0.7135	NPC470569
Intermediate Similarity	0.7127	NPC111969
Intermediate Similarity	0.7127	NPC296957
Intermediate Similarity	0.7127	NPC260902
Intermediate Similarity	0.7127	NPC65504
Intermediate Similarity	0.7127	NPC270044
Intermediate Similarity	0.7127	NPC272196
Intermediate Similarity	0.7127	NPC44199
Intermediate Similarity	0.7126	NPC19896

Drug Structure

NPD3658 OpenBabel08211703112D 28 29 0 0 0 0 0 0 0 0999 V2000 -10.2429 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9750 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9487 -1.7024 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 -9.3769 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1090 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 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 -11.1090 -1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 2.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 2.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 13 1 0 0 0 0 3 19 1 0 0 0 0 4 19 1 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 19 1 0 0 0 0 10 26 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 12 17 2 0 0 0 0 13 16 1 0 0 0 0 13 24 2 0 0 0 0 14 25 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 2 0 0 0 0 22 23 1 0 0 0 0 22 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004038
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	35025716
ChEBI
CAS Number

Drug Properties

Molecular Weight	360.22
ALogP	-0.8576
MLogP	2.78
XLogP	4.318
HDA	5
HBD	2
Rotatable Bonds	15
TPSA	100.99
RO5 Violation	0