NPASS drugs

Drug Information

Drug ID:	NPD6133
Drug Name:	WY-48989
Molecular Formula:	C25H18ClN5
Canonical SMILES:	N#Cc1ccc(cc1)NCCc1nc2cc(Cl)ccc2c2c1cn(n2)c1ccccc1
Standard InCHI:	InChI=1S/C25H18ClN5/c26-18-8-11-21-24(14-18)29-23(12-13-28-19-9-6-17(15-27)7-10-19)22-16-31(30-25(21)22)20-4-2-1-3-5-20/h1-11,14,16,28H,12-13H2
Standard InCHIKey:	GYVYUQVVKBZPRY-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6133

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	1079
0.1-0.2	11276
0.2-0.3	13087
0.3-0.4	2595
0.4-0.5	1326
0.5-0.6	1092
0.6-0.7	371
0.7-0.8	63
0.8-0.85	1
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	0.8246	NPC476464
Intermediate Similarity	0.7802	NPC471579
Intermediate Similarity	0.7514	NPC325903
Intermediate Similarity	0.7514	NPC317105
Intermediate Similarity	0.746	NPC83381
Intermediate Similarity	0.7447	NPC314919
Intermediate Similarity	0.7442	NPC279081
Intermediate Similarity	0.7442	NPC230002
Intermediate Similarity	0.7429	NPC288838
Intermediate Similarity	0.7403	NPC44773
Intermediate Similarity	0.7403	NPC215584
Intermediate Similarity	0.7401	NPC53947
Intermediate Similarity	0.7389	NPC216643
Intermediate Similarity	0.7384	NPC315348
Intermediate Similarity	0.7384	NPC32002
Intermediate Similarity	0.7368	NPC251722
Intermediate Similarity	0.7368	NPC314102
Intermediate Similarity	0.7348	NPC477591
Intermediate Similarity	0.7333	NPC316359
Intermediate Similarity	0.7333	NPC315617
Intermediate Similarity	0.7288	NPC469811
Intermediate Similarity	0.7267	NPC150259
Intermediate Similarity	0.7267	NPC105127
Intermediate Similarity	0.7253	NPC56765
Intermediate Similarity	0.7247	NPC321911
Intermediate Similarity	0.7245	NPC314058
Intermediate Similarity	0.7245	NPC316018
Intermediate Similarity	0.7241	NPC469784
Intermediate Similarity	0.7241	NPC469779
Intermediate Similarity	0.7241	NPC469768
Intermediate Similarity	0.7241	NPC469783
Intermediate Similarity	0.7241	NPC469780
Intermediate Similarity	0.7241	NPC469767
Intermediate Similarity	0.7241	NPC469761
Intermediate Similarity	0.7232	NPC63545
Intermediate Similarity	0.7219	NPC201634
Intermediate Similarity	0.7209	NPC96102
Intermediate Similarity	0.72	NPC476454
Intermediate Similarity	0.72	NPC469766
Intermediate Similarity	0.7191	NPC179787
Intermediate Similarity	0.7191	NPC201380
Intermediate Similarity	0.7184	NPC110126
Intermediate Similarity	0.7184	NPC73767
Intermediate Similarity	0.7174	NPC470203
Intermediate Similarity	0.7168	NPC84911
Intermediate Similarity	0.7167	NPC470233
Intermediate Similarity	0.7158	NPC41257
Intermediate Similarity	0.7158	NPC135141
Intermediate Similarity	0.7158	NPC92796
Intermediate Similarity	0.712	NPC122141
Intermediate Similarity	0.712	NPC470204
Intermediate Similarity	0.7111	NPC40070
Intermediate Similarity	0.711	NPC29886
Intermediate Similarity	0.711	NPC261195
Intermediate Similarity	0.7105	NPC280852
Intermediate Similarity	0.7104	NPC286427
Intermediate Similarity	0.7076	NPC82295
Intermediate Similarity	0.7065	NPC206819
Intermediate Similarity	0.7065	NPC318065
Intermediate Similarity	0.7045	NPC284635
Intermediate Similarity	0.7043	NPC90723
Intermediate Similarity	0.7039	NPC143872
Intermediate Similarity	0.7029	NPC169433
Intermediate Similarity	0.7	NPC477611
Remote Similarity	0.6989	NPC225018
Remote Similarity	0.6983	NPC314372
Remote Similarity	0.6983	NPC86288
Remote Similarity	0.6966	NPC190296
Remote Similarity	0.6923	NPC24678
Remote Similarity	0.6923	NPC105818
Remote Similarity	0.6919	NPC236711
Remote Similarity	0.6906	NPC470111
Remote Similarity	0.6905	NPC46358
Remote Similarity	0.6902	NPC476219
Remote Similarity	0.6891	NPC59269
Remote Similarity	0.6889	NPC159856
Remote Similarity	0.6864	NPC27740
Remote Similarity	0.6862	NPC162799
Remote Similarity	0.6854	NPC115611
Remote Similarity	0.6854	NPC59084
Remote Similarity	0.6848	NPC73952
Remote Similarity	0.6848	NPC469786
Remote Similarity	0.6848	NPC469763
Remote Similarity	0.6848	NPC469765
Remote Similarity	0.6848	NPC469760
Remote Similarity	0.6848	NPC259644
Remote Similarity	0.6848	NPC25008
Remote Similarity	0.6845	NPC229173
Remote Similarity	0.6842	NPC63751
Remote Similarity	0.6839	NPC473930
Remote Similarity	0.6839	NPC474958
Remote Similarity	0.6821	NPC282398
Remote Similarity	0.6818	NPC325252
Remote Similarity	0.6816	NPC63157
Remote Similarity	0.6816	NPC473868
Remote Similarity	0.6813	NPC471957
Remote Similarity	0.6813	NPC21605
Remote Similarity	0.6811	NPC476297
Remote Similarity	0.6811	NPC212376
Remote Similarity	0.6811	NPC80597
Remote Similarity	0.6811	NPC211572
Remote Similarity	0.6811	NPC70922
Remote Similarity	0.6811	NPC75540
Remote Similarity	0.6806	NPC194411
Remote Similarity	0.68	NPC231536
Remote Similarity	0.6798	NPC88097
Remote Similarity	0.6791	NPC475990
Remote Similarity	0.6791	NPC221786
Remote Similarity	0.6791	NPC474880
Remote Similarity	0.6788	NPC297034
Remote Similarity	0.6774	NPC469785
Remote Similarity	0.6772	NPC478184
Remote Similarity	0.6771	NPC82331
Remote Similarity	0.6768	NPC15102
Remote Similarity	0.6768	NPC99939
Remote Similarity	0.6768	NPC308931
Remote Similarity	0.6761	NPC198988
Remote Similarity	0.676	NPC2949
Remote Similarity	0.6757	NPC200214
Remote Similarity	0.6757	NPC138842
Remote Similarity	0.6739	NPC33421
Remote Similarity	0.6738	NPC469762
Remote Similarity	0.6737	NPC274229
Remote Similarity	0.6725	NPC245244
Remote Similarity	0.6725	NPC166424
Remote Similarity	0.6725	NPC146373
Remote Similarity	0.6721	NPC477134
Remote Similarity	0.6717	NPC467063
Remote Similarity	0.6703	NPC216713
Remote Similarity	0.6703	NPC470823
Remote Similarity	0.6703	NPC204141
Remote Similarity	0.6701	NPC307191
Remote Similarity	0.6701	NPC275305
Remote Similarity	0.6701	NPC37423
Remote Similarity	0.6686	NPC250361
Remote Similarity	0.6686	NPC179365
Remote Similarity	0.6686	NPC475450
Remote Similarity	0.6685	NPC20144
Remote Similarity	0.6685	NPC125746
Remote Similarity	0.6684	NPC478182
Remote Similarity	0.6684	NPC51054
Remote Similarity	0.6667	NPC122718
Remote Similarity	0.6667	NPC141926
Remote Similarity	0.6649	NPC167635
Remote Similarity	0.6649	NPC193740
Remote Similarity	0.6633	NPC68354
Remote Similarity	0.6633	NPC108011
Remote Similarity	0.6632	NPC97343
Remote Similarity	0.6632	NPC116961
Remote Similarity	0.6632	NPC474897
Remote Similarity	0.6631	NPC34844
Remote Similarity	0.6629	NPC218268
Remote Similarity	0.6629	NPC22079
Remote Similarity	0.6615	NPC49954
Remote Similarity	0.6615	NPC160105
Remote Similarity	0.6615	NPC474561
Remote Similarity	0.6614	NPC293487
Remote Similarity	0.6611	NPC312092
Remote Similarity	0.6609	NPC473762
Remote Similarity	0.6607	NPC54102
Remote Similarity	0.6607	NPC162689
Remote Similarity	0.6599	NPC176199
Remote Similarity	0.6599	NPC215795
Remote Similarity	0.6597	NPC311276
Remote Similarity	0.6596	NPC115049
Remote Similarity	0.6591	NPC101165
Remote Similarity	0.658	NPC201700
Remote Similarity	0.6579	NPC279918
Remote Similarity	0.6576	NPC316069
Remote Similarity	0.6571	NPC473587
Remote Similarity	0.657	NPC265576
Remote Similarity	0.6562	NPC17751
Remote Similarity	0.6562	NPC280864
Remote Similarity	0.6545	NPC282231
Remote Similarity	0.6542	NPC147810
Remote Similarity	0.6537	NPC304203
Remote Similarity	0.6534	NPC475428
Remote Similarity	0.6528	NPC478183
Remote Similarity	0.6522	NPC285731
Remote Similarity	0.6522	NPC167710
Remote Similarity	0.6519	NPC104483
Remote Similarity	0.651	NPC40779
Remote Similarity	0.6509	NPC91958
Remote Similarity	0.6502	NPC103119
Remote Similarity	0.6502	NPC321708
Remote Similarity	0.65	NPC471312
Remote Similarity	0.6492	NPC131718
Remote Similarity	0.6491	NPC48564
Remote Similarity	0.6491	NPC182570
Remote Similarity	0.6491	NPC265605
Remote Similarity	0.649	NPC34837
Remote Similarity	0.6488	NPC324149
Remote Similarity	0.6482	NPC164228
Remote Similarity	0.6482	NPC300688
Remote Similarity	0.648	NPC314603
Remote Similarity	0.6476	NPC180504
Remote Similarity	0.6474	NPC129721
Remote Similarity	0.6474	NPC477887
Remote Similarity	0.6471	NPC95783
Remote Similarity	0.6465	NPC157583

Drug Structure

NPD6133 OpenBabel08211709092D 32 36 0 0 0 0 0 0 0 0999 V2000 1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -1.4173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -1.4173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -0.4173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -0.4173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -2.9173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -1.9173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 0.0827 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 -0.3364 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 5.5827 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -3.9173 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 1.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 2.5827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 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 -5.5326 1.5827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 20 2 0 0 0 0 5 20 1 0 0 0 0 6 9 1 0 0 0 0 6 17 2 0 0 0 0 7 10 2 0 0 0 0 7 17 1 0 0 0 0 8 11 2 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 23 1 0 0 0 0 13 28 1 0 0 0 0 14 18 2 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 27 3 0 0 0 0 16 22 2 0 0 0 0 16 31 1 0 0 0 0 18 26 1 0 0 0 0 19 28 1 0 0 0 0 20 31 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 23 1 0 0 0 0 22 25 1 0 0 0 0 23 29 2 0 0 0 0 24 29 1 0 0 0 0 25 30 2 0 0 0 0 28 32 1 0 0 0 0 30 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009465
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	423.13
ALogP	0.0954
MLogP	3.55
XLogP	6
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	66.01
RO5 Violation	1