NPASS drugs

Drug Information

Drug ID:	NPD6803
Drug Name:
Molecular Formula:	C27H31Cl2N3O2
Canonical SMILES:	OC(=NCCCCCN1CCC(CC1)c1c[nH]c2c1cc(O)cc2)/C=C/c1ccc(c(c1)Cl)Cl
Standard InCHI:	InChI=1S/C27H31Cl2N3O2/c28-24-7-4-19(16-25(24)29)5-9-27(34)30-12-2-1-3-13-32-14-10-20(11-15-32)23-18-31-26-8-6-21(33)17-22(23)26/h4-9,16-18,20,31,33H,1-3,10-15H2,(H,30,34)/b9-5+
Standard InCHIKey:	QBRLVMQBZIFWTB-WEVVVXLNSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6803

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	482
0.1-0.2	3468
0.2-0.3	9303
0.3-0.4	11091
0.4-0.5	3694
0.5-0.6	1529
0.6-0.7	1072
0.7-0.8	236
0.8-0.85	13
0.85-0.9	2
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	0.8705	NPC99666
High Similarity	0.8542	NPC171171
Intermediate Similarity	0.849	NPC314002
Intermediate Similarity	0.8482	NPC220765
Intermediate Similarity	0.8438	NPC204717
Intermediate Similarity	0.8434	NPC77555
Intermediate Similarity	0.8416	NPC475070
Intermediate Similarity	0.8272	NPC184964
Intermediate Similarity	0.8213	NPC5145
Intermediate Similarity	0.8159	NPC156704
Intermediate Similarity	0.8066	NPC304926
Intermediate Similarity	0.8066	NPC476041
Intermediate Similarity	0.805	NPC324149
Intermediate Similarity	0.803	NPC46580
Intermediate Similarity	0.801	NPC307963
Intermediate Similarity	0.799	NPC32771
Intermediate Similarity	0.7951	NPC315491
Intermediate Similarity	0.7951	NPC45459
Intermediate Similarity	0.7951	NPC249040
Intermediate Similarity	0.7925	NPC477610
Intermediate Similarity	0.7925	NPC266931
Intermediate Similarity	0.791	NPC92111
Intermediate Similarity	0.7905	NPC476116
Intermediate Similarity	0.7864	NPC213308
Intermediate Similarity	0.7861	NPC76748
Intermediate Similarity	0.7843	NPC251090
Intermediate Similarity	0.7811	NPC296527
Intermediate Similarity	0.7794	NPC326634
Intermediate Similarity	0.7778	NPC477609
Intermediate Similarity	0.7767	NPC192315
Intermediate Similarity	0.7766	NPC88363
Intermediate Similarity	0.7763	NPC130570
Intermediate Similarity	0.7738	NPC6215
Intermediate Similarity	0.7729	NPC476167
Intermediate Similarity	0.7714	NPC470500
Intermediate Similarity	0.7703	NPC211813
Intermediate Similarity	0.7692	NPC176538
Intermediate Similarity	0.7689	NPC477111
Intermediate Similarity	0.7678	NPC477113
Intermediate Similarity	0.767	NPC242209
Intermediate Similarity	0.767	NPC222018
Intermediate Similarity	0.7664	NPC208284
Intermediate Similarity	0.7642	NPC88008
Intermediate Similarity	0.7635	NPC246700
Intermediate Similarity	0.7635	NPC128751
Intermediate Similarity	0.7626	NPC96890
Intermediate Similarity	0.7626	NPC276657
Intermediate Similarity	0.7604	NPC131718
Intermediate Similarity	0.7598	NPC106833
Intermediate Similarity	0.7598	NPC469497
Intermediate Similarity	0.759	NPC63751
Intermediate Similarity	0.7583	NPC223427
Intermediate Similarity	0.7577	NPC295228
Intermediate Similarity	0.7573	NPC106937
Intermediate Similarity	0.7546	NPC316981
Intermediate Similarity	0.7545	NPC477608
Intermediate Similarity	0.7545	NPC477607
Intermediate Similarity	0.7523	NPC477110
Intermediate Similarity	0.7523	NPC171787
Intermediate Similarity	0.7523	NPC469928
Intermediate Similarity	0.7522	NPC207686
Intermediate Similarity	0.75	NPC193267
Intermediate Similarity	0.75	NPC476098
Intermediate Similarity	0.75	NPC213530
Intermediate Similarity	0.7477	NPC280272
Intermediate Similarity	0.7475	NPC474409
Intermediate Similarity	0.7465	NPC285558
Intermediate Similarity	0.7465	NPC219087
Intermediate Similarity	0.7464	NPC153042
Intermediate Similarity	0.7455	NPC60006
Intermediate Similarity	0.7454	NPC11464
Intermediate Similarity	0.7452	NPC276517
Intermediate Similarity	0.7449	NPC49954
Intermediate Similarity	0.7449	NPC474561
Intermediate Similarity	0.7441	NPC329793
Intermediate Similarity	0.7436	NPC102423
Intermediate Similarity	0.7435	NPC41679
Intermediate Similarity	0.7427	NPC95783
Intermediate Similarity	0.7424	NPC477549
Intermediate Similarity	0.7413	NPC72980
Intermediate Similarity	0.7411	NPC245348
Intermediate Similarity	0.7401	NPC476451
Intermediate Similarity	0.7395	NPC270918
Intermediate Similarity	0.7376	NPC264285
Intermediate Similarity	0.7371	NPC81175
Intermediate Similarity	0.7363	NPC59269
Intermediate Similarity	0.7361	NPC476465
Intermediate Similarity	0.736	NPC160105
Intermediate Similarity	0.7357	NPC326363
Intermediate Similarity	0.7354	NPC473317
Intermediate Similarity	0.7352	NPC478074
Intermediate Similarity	0.7349	NPC476121
Intermediate Similarity	0.7349	NPC476124
Intermediate Similarity	0.7333	NPC279918
Intermediate Similarity	0.7321	NPC329541
Intermediate Similarity	0.7317	NPC94943
Intermediate Similarity	0.7316	NPC184225
Intermediate Similarity	0.7313	NPC253580
Intermediate Similarity	0.731	NPC471178
Intermediate Similarity	0.7304	NPC48938
Intermediate Similarity	0.7304	NPC176127
Intermediate Similarity	0.7302	NPC118832
Intermediate Similarity	0.7302	NPC165349
Intermediate Similarity	0.7302	NPC47059
Intermediate Similarity	0.7302	NPC329708
Intermediate Similarity	0.7302	NPC264166
Intermediate Similarity	0.7302	NPC274291
Intermediate Similarity	0.7301	NPC24370
Intermediate Similarity	0.7301	NPC214980
Intermediate Similarity	0.7301	NPC319232
Intermediate Similarity	0.73	NPC313791
Intermediate Similarity	0.7296	NPC282231
Intermediate Similarity	0.7294	NPC471304
Intermediate Similarity	0.729	NPC470678
Intermediate Similarity	0.7286	NPC314940
Intermediate Similarity	0.7286	NPC473764
Intermediate Similarity	0.7282	NPC230869
Intermediate Similarity	0.7277	NPC310118
Intermediate Similarity	0.7269	NPC470126
Intermediate Similarity	0.7269	NPC475841
Intermediate Similarity	0.7269	NPC474145
Intermediate Similarity	0.7268	NPC190007
Intermediate Similarity	0.7265	NPC74360
Intermediate Similarity	0.7259	NPC311276
Intermediate Similarity	0.7257	NPC125597
Intermediate Similarity	0.7256	NPC200836
Intermediate Similarity	0.7256	NPC475774
Intermediate Similarity	0.7256	NPC53144
Intermediate Similarity	0.7254	NPC73952
Intermediate Similarity	0.7254	NPC469786
Intermediate Similarity	0.7254	NPC25008
Intermediate Similarity	0.7254	NPC469760
Intermediate Similarity	0.7254	NPC259644
Intermediate Similarity	0.7254	NPC469765
Intermediate Similarity	0.7254	NPC469763
Intermediate Similarity	0.7252	NPC27041
Intermediate Similarity	0.7252	NPC469727
Intermediate Similarity	0.7243	NPC232727
Intermediate Similarity	0.7241	NPC42979
Intermediate Similarity	0.7241	NPC15801
Intermediate Similarity	0.7233	NPC15102
Intermediate Similarity	0.7231	NPC469762
Intermediate Similarity	0.7229	NPC325976
Intermediate Similarity	0.7228	NPC224764
Intermediate Similarity	0.7225	NPC132631
Intermediate Similarity	0.7225	NPC103687
Intermediate Similarity	0.722	NPC212535
Intermediate Similarity	0.722	NPC83381
Intermediate Similarity	0.7216	NPC211572
Intermediate Similarity	0.7216	NPC80597
Intermediate Similarity	0.7216	NPC70922
Intermediate Similarity	0.7216	NPC75540
Intermediate Similarity	0.7216	NPC212376
Intermediate Similarity	0.7215	NPC123976
Intermediate Similarity	0.7215	NPC167860
Intermediate Similarity	0.7214	NPC314603
Intermediate Similarity	0.7207	NPC183407
Intermediate Similarity	0.7207	NPC470799
Intermediate Similarity	0.7207	NPC8022
Intermediate Similarity	0.7207	NPC170114
Intermediate Similarity	0.7194	NPC135141
Intermediate Similarity	0.7194	NPC92796
Intermediate Similarity	0.7192	NPC151939
Intermediate Similarity	0.7191	NPC295452
Intermediate Similarity	0.7191	NPC171393
Intermediate Similarity	0.7191	NPC39092
Intermediate Similarity	0.7186	NPC54988
Intermediate Similarity	0.7179	NPC469785
Intermediate Similarity	0.7176	NPC476138
Intermediate Similarity	0.7176	NPC245816
Intermediate Similarity	0.7173	NPC178858
Intermediate Similarity	0.7172	NPC194640
Intermediate Similarity	0.717	NPC13880
Intermediate Similarity	0.7168	NPC16352
Intermediate Similarity	0.7168	NPC470501
Intermediate Similarity	0.7167	NPC104712
Intermediate Similarity	0.7164	NPC252590
Intermediate Similarity	0.7162	NPC470549
Intermediate Similarity	0.7156	NPC53344
Intermediate Similarity	0.7156	NPC193777
Intermediate Similarity	0.715	NPC201700
Intermediate Similarity	0.715	NPC24678
Intermediate Similarity	0.715	NPC105818
Intermediate Similarity	0.715	NPC317430
Intermediate Similarity	0.7149	NPC128084
Intermediate Similarity	0.7143	NPC471891
Intermediate Similarity	0.7143	NPC203754
Intermediate Similarity	0.7143	NPC150048
Intermediate Similarity	0.713	NPC135887
Intermediate Similarity	0.713	NPC330009
Intermediate Similarity	0.713	NPC199277
Intermediate Similarity	0.7124	NPC470502
Intermediate Similarity	0.7123	NPC82548
Intermediate Similarity	0.7123	NPC475910
Intermediate Similarity	0.7123	NPC18348
Intermediate Similarity	0.7122	NPC300688
Intermediate Similarity	0.7122	NPC314919
Intermediate Similarity	0.7121	NPC59779
Intermediate Similarity	0.7121	NPC124542
Intermediate Similarity	0.7121	NPC471177

Drug Structure

NPD6803 OpenBabel08211710072D 37 40 0 0 1 0 0 0 0 0999 V2000 -5.9128 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.8410 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1090 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8601 2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.7070 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1910 1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 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 -7.6449 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.3364 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 -11.9750 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1473 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9750 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.8383 2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 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 -13.7070 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.8410 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.5731 -1.8364 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -12.8410 -0.8364 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -3.3364 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 -4.1808 -1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5074 3.0955 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -4.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1984 4.0465 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -5.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 7 2 0 0 0 0 4 19 1 0 0 0 0 5 9 2 0 0 0 0 5 19 1 0 0 0 0 6 8 2 0 0 0 0 6 21 1 0 0 0 0 7 24 1 0 0 0 0 8 26 1 0 0 0 0 9 27 1 0 0 0 0 10 14 1 0 0 0 0 10 20 1 0 0 0 0 11 15 1 0 0 0 0 11 20 1 0 0 0 0 12 30 1 0 0 0 0 13 32 1 0 0 0 0 14 32 1 0 0 0 0 15 32 1 0 0 0 0 16 19 2 0 0 0 0 16 25 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 18 31 1 0 0 0 0 20 23 1 0 0 0 0 21 33 1 0 0 0 0 22 23 1 0 0 0 0 22 26 2 0 0 0 0 24 25 2 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 26 31 1 0 0 0 0 27 30 2 3 0 0 0 27 34 1 0 0 0 0 31 35 1 0 0 0 0 33 36 1 0 0 0 0 34 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002275
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10436045
ChEBI
CAS Number

Drug Properties

Molecular Weight	499.18
ALogP	-1.0233
MLogP	3.66
XLogP	5.458
HDA	4
HBD	3
Rotatable Bonds	13
TPSA	71.85
RO5 Violation	1