NPASS drugs

Drug Information

Drug ID:	NPD6804
Drug Name:
Molecular Formula:	C27H31ClN4O5S
Canonical SMILES:	COc1cc(OC)c(cc1CCC1(CC(=C(C(=O)O1)Sc1nn2c(n1)nc(cc2C)C)O)C1CCCC1)Cl
Standard InCHI:	InChI=1S/C27H31ClN4O5S/c1-15-11-16(2)32-25(29-15)30-26(31-32)38-23-20(33)14-27(37-24(23)34,18-7-5-6-8-18)10-9-17-12-19(28)22(36-4)13-21(17)35-3/h11-13,18,33H,5-10,14H2,1-4H3
Standard InCHIKey:	MKOFABQFNUCNTD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6804

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	428
0.1-0.2	2394
0.2-0.3	9879
0.3-0.4	4878
0.4-0.5	12294
0.5-0.6	1002
0.6-0.7	15
0.7-0.8	0
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
Remote Similarity	0.6434	NPC315822
Remote Similarity	0.6275	NPC469440
Remote Similarity	0.6246	NPC172355
Remote Similarity	0.6183	NPC471593
Remote Similarity	0.6178	NPC46970
Remote Similarity	0.6157	NPC475411
Remote Similarity	0.6133	NPC62995
Remote Similarity	0.6125	NPC61350
Remote Similarity	0.6124	NPC136924
Remote Similarity	0.6091	NPC469390
Remote Similarity	0.6082	NPC280638
Remote Similarity	0.6061	NPC237978
Remote Similarity	0.6039	NPC242923
Remote Similarity	0.6038	NPC469439
Remote Similarity	0.6008	NPC35761
Remote Similarity	0.5992	NPC137929
Remote Similarity	0.5992	NPC164374
Remote Similarity	0.5958	NPC144114
Remote Similarity	0.5955	NPC160666
Remote Similarity	0.5921	NPC51854
Remote Similarity	0.5919	NPC471614
Remote Similarity	0.5902	NPC187145
Remote Similarity	0.5887	NPC166655
Remote Similarity	0.5887	NPC150447
Remote Similarity	0.5884	NPC9729
Remote Similarity	0.5878	NPC308906
Remote Similarity	0.587	NPC141915
Remote Similarity	0.587	NPC280964
Remote Similarity	0.587	NPC114335
Remote Similarity	0.5844	NPC320394
Remote Similarity	0.584	NPC224928
Remote Similarity	0.5827	NPC471615
Remote Similarity	0.5817	NPC48317
Remote Similarity	0.5806	NPC472031
Remote Similarity	0.5806	NPC472067
Remote Similarity	0.5806	NPC472066
Remote Similarity	0.5795	NPC128115
Remote Similarity	0.5788	NPC476995
Remote Similarity	0.5786	NPC56271
Remote Similarity	0.5783	NPC79293
Remote Similarity	0.5783	NPC279401
Remote Similarity	0.5779	NPC62069
Remote Similarity	0.5768	NPC474902
Remote Similarity	0.5761	NPC477891
Remote Similarity	0.574	NPC477805
Remote Similarity	0.574	NPC477806
Remote Similarity	0.574	NPC477795
Remote Similarity	0.574	NPC477796
Remote Similarity	0.5736	NPC54066
Remote Similarity	0.5736	NPC174049
Remote Similarity	0.5736	NPC41382
Remote Similarity	0.5735	NPC472068
Remote Similarity	0.5732	NPC105758
Remote Similarity	0.5732	NPC476688
Remote Similarity	0.5732	NPC476686
Remote Similarity	0.573	NPC67401
Remote Similarity	0.572	NPC476999
Remote Similarity	0.572	NPC473822
Remote Similarity	0.5719	NPC228206
Remote Similarity	0.5709	NPC473449
Remote Similarity	0.5708	NPC474881
Remote Similarity	0.5708	NPC208060
Remote Similarity	0.5679	NPC215837
Remote Similarity	0.5678	NPC224632
Remote Similarity	0.5676	NPC470931
Remote Similarity	0.5664	NPC475085
Remote Similarity	0.5664	NPC291535
Remote Similarity	0.5664	NPC475112
Remote Similarity	0.5661	NPC288943
Remote Similarity	0.5659	NPC472111
Remote Similarity	0.5652	NPC30540
Remote Similarity	0.5651	NPC21638
Remote Similarity	0.5649	NPC278874
Remote Similarity	0.5647	NPC39092
Remote Similarity	0.5646	NPC476994
Remote Similarity	0.5646	NPC476997
Remote Similarity	0.5645	NPC66083
Remote Similarity	0.5642	NPC223427
Remote Similarity	0.5638	NPC283152
Remote Similarity	0.5634	NPC122463
Remote Similarity	0.563	NPC72211
Remote Similarity	0.5628	NPC474498
Remote Similarity	0.5625	NPC476996
Remote Similarity	0.5625	NPC476998
Remote Similarity	0.562	NPC312872
Remote Similarity	0.562	NPC473105
Remote Similarity	0.5618	NPC174760
Remote Similarity	0.5613	NPC472193
Remote Similarity	0.5613	NPC130570
Remote Similarity	0.5612	NPC99891
Remote Similarity	0.5605	NPC204385
Remote Similarity	0.5604	NPC201508
Remote Similarity	0.5604	NPC300114
Remote Similarity	0.56	NPC208898

Drug Structure

NPD6804 OpenBabel08211710072D 39 43 0 0 1 0 0 0 0 0999 V2000 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 -8.3690 -1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1010 -4.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5388 -5.6369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5388 -5.6369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2298 -4.6859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8479 -4.6859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7709 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9049 -3.5981 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 -6.6369 -4.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3690 -3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5388 -2.2321 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6369 -3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5029 -5.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5029 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3690 -4.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 -3.0981 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -7.5029 -6.0981 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 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 -4.5388 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5029 -2.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.2350 -5.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.5388 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 35 1 0 0 0 0 4 36 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 18 1 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 17 1 0 0 0 0 10 27 1 0 0 0 0 11 15 1 0 0 0 0 11 16 2 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 21 2 0 0 0 0 13 22 1 0 0 0 0 14 20 1 0 0 0 0 14 27 1 0 0 0 0 15 29 2 0 0 0 0 16 32 1 0 0 0 0 17 21 1 0 0 0 0 18 27 1 0 0 0 0 19 22 2 0 0 0 0 19 28 1 0 0 0 0 20 23 2 0 0 0 0 20 33 1 0 0 0 0 21 35 1 0 0 0 0 22 36 1 0 0 0 0 23 24 1 0 0 0 0 23 38 1 0 0 0 0 24 34 2 0 0 0 0 24 37 1 0 0 0 0 25 29 1 0 0 0 0 25 30 2 0 0 0 0 25 32 1 0 0 0 0 26 30 1 0 0 0 0 26 31 2 0 0 0 0 26 38 1 0 0 0 0 27 37 1 0 0 0 0 31 32 1 0 0 0 0 33 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000011
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54684477
ChEBI
CAS Number

Drug Properties

Molecular Weight	558.17
ALogP	1.2149
MLogP	3.22
XLogP	5.555
HDA	7
HBD	1
Rotatable Bonds	14
TPSA	133.37
RO5 Violation	1