NPASS drugs

Drug Information

Drug ID:	NPD3576
Drug Name:
Molecular Formula:	C19H25BN4O4
Canonical SMILES:	CC(C[C@H](B(O)O)N=C([C@H](N=C(c1cnccn1)O)Cc1ccccc1)O)C
Standard InCHI:	InChI=1S/C19H25BN4O4/c1-13(2)10-17(20(27)28)24-18(25)15(11-14-6-4-3-5-7-14)23-19(26)16-12-21-8-9-22-16/h3-9,12-13,15,17,27-28H,10-11H2,1-2H3,(H,23,26)(H,24,25)/t15-,17-/m1/s1
Standard InCHIKey:	GXJABQQUPOEUTA-NVXWUHKLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3576

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	218
0.1-0.2	1868
0.2-0.3	10191
0.3-0.4	12512
0.4-0.5	3412
0.5-0.6	1875
0.6-0.7	778
0.7-0.8	36
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	0.756	NPC469938
Intermediate Similarity	0.75	NPC471313
Intermediate Similarity	0.75	NPC471311
Intermediate Similarity	0.7417	NPC256893
Intermediate Similarity	0.7399	NPC48938
Intermediate Similarity	0.731	NPC150048
Intermediate Similarity	0.731	NPC203754
Intermediate Similarity	0.7303	NPC324611
Intermediate Similarity	0.7262	NPC160105
Intermediate Similarity	0.7229	NPC25899
Intermediate Similarity	0.7212	NPC129721
Intermediate Similarity	0.7205	NPC470111
Intermediate Similarity	0.7193	NPC314603
Intermediate Similarity	0.7186	NPC59779
Intermediate Similarity	0.7186	NPC471177
Intermediate Similarity	0.7186	NPC124542
Intermediate Similarity	0.716	NPC474561
Intermediate Similarity	0.716	NPC49954
Intermediate Similarity	0.7115	NPC328029
Intermediate Similarity	0.7111	NPC117244
Intermediate Similarity	0.7111	NPC473763
Intermediate Similarity	0.7101	NPC471178
Intermediate Similarity	0.7083	NPC48192
Intermediate Similarity	0.707	NPC471312
Intermediate Similarity	0.7065	NPC212213
Intermediate Similarity	0.7065	NPC265576
Intermediate Similarity	0.7062	NPC284678
Intermediate Similarity	0.7059	NPC41717
Intermediate Similarity	0.7039	NPC212125
Intermediate Similarity	0.703	NPC469760
Intermediate Similarity	0.703	NPC469786
Intermediate Similarity	0.703	NPC73952
Intermediate Similarity	0.703	NPC259644
Intermediate Similarity	0.703	NPC469765
Intermediate Similarity	0.703	NPC25008
Intermediate Similarity	0.703	NPC469763
Remote Similarity	0.6988	NPC80597
Remote Similarity	0.6988	NPC75540
Remote Similarity	0.6988	NPC212376
Remote Similarity	0.6988	NPC70922
Remote Similarity	0.6988	NPC211572
Remote Similarity	0.6983	NPC94752
Remote Similarity	0.6982	NPC282231
Remote Similarity	0.6977	NPC473764
Remote Similarity	0.6977	NPC314940
Remote Similarity	0.6971	NPC326575
Remote Similarity	0.6959	NPC98187
Remote Similarity	0.6951	NPC288445
Remote Similarity	0.6949	NPC266551
Remote Similarity	0.6949	NPC161887
Remote Similarity	0.6949	NPC219963
Remote Similarity	0.6941	NPC469813
Remote Similarity	0.6941	NPC474217
Remote Similarity	0.6941	NPC476446
Remote Similarity	0.6941	NPC473057
Remote Similarity	0.6941	NPC194640
Remote Similarity	0.6941	NPC78375
Remote Similarity	0.6936	NPC158129
Remote Similarity	0.6923	NPC279918
Remote Similarity	0.6923	NPC131718
Remote Similarity	0.6919	NPC63751
Remote Similarity	0.6914	NPC471323
Remote Similarity	0.6906	NPC213629
Remote Similarity	0.6905	NPC469762
Remote Similarity	0.6899	NPC29702
Remote Similarity	0.6897	NPC477976
Remote Similarity	0.6895	NPC475288
Remote Similarity	0.6887	NPC290094
Remote Similarity	0.6887	NPC46358
Remote Similarity	0.6882	NPC239954
Remote Similarity	0.6882	NPC71079
Remote Similarity	0.6875	NPC316811
Remote Similarity	0.6875	NPC32002
Remote Similarity	0.6875	NPC315348
Remote Similarity	0.6872	NPC207851
Remote Similarity	0.6855	NPC314102
Remote Similarity	0.6855	NPC251722
Remote Similarity	0.6848	NPC198673
Remote Similarity	0.6845	NPC476167
Remote Similarity	0.6845	NPC469785
Remote Similarity	0.6842	NPC478182
Remote Similarity	0.6842	NPC470500
Remote Similarity	0.6842	NPC311276
Remote Similarity	0.6825	NPC57398
Remote Similarity	0.6818	NPC306397
Remote Similarity	0.6818	NPC278451
Remote Similarity	0.6807	NPC24678
Remote Similarity	0.6807	NPC105818
Remote Similarity	0.6802	NPC477975
Remote Similarity	0.6802	NPC85918
Remote Similarity	0.6798	NPC24864
Remote Similarity	0.6795	NPC315320
Remote Similarity	0.6793	NPC324149
Remote Similarity	0.6791	NPC192315
Remote Similarity	0.6791	NPC168911
Remote Similarity	0.6791	NPC474916
Remote Similarity	0.6788	NPC201380
Remote Similarity	0.6788	NPC179787
Remote Similarity	0.678	NPC59269
Remote Similarity	0.6779	NPC91958
Remote Similarity	0.6778	NPC228835
Remote Similarity	0.6771	NPC166492
Remote Similarity	0.6771	NPC473362
Remote Similarity	0.6768	NPC314372
Remote Similarity	0.6763	NPC278366
Remote Similarity	0.6763	NPC54988
Remote Similarity	0.6763	NPC127730
Remote Similarity	0.676	NPC233936
Remote Similarity	0.6755	NPC313421
Remote Similarity	0.6755	NPC48564
Remote Similarity	0.6755	NPC265605
Remote Similarity	0.6755	NPC182570
Remote Similarity	0.6754	NPC470505
Remote Similarity	0.6753	NPC202957
Remote Similarity	0.6753	NPC169625
Remote Similarity	0.6753	NPC5145
Remote Similarity	0.6747	NPC321911
Remote Similarity	0.6744	NPC97367
Remote Similarity	0.6744	NPC476118
Remote Similarity	0.6744	NPC102423
Remote Similarity	0.6743	NPC252590
Remote Similarity	0.6742	NPC248462
Remote Similarity	0.6742	NPC133261
Remote Similarity	0.674	NPC15102
Remote Similarity	0.674	NPC62510
Remote Similarity	0.6738	NPC267928
Remote Similarity	0.6732	NPC476322
Remote Similarity	0.6731	NPC475090
Remote Similarity	0.6731	NPC475105
Remote Similarity	0.6731	NPC329896
Remote Similarity	0.6727	NPC63545
Remote Similarity	0.6724	NPC201700
Remote Similarity	0.6723	NPC24594
Remote Similarity	0.6723	NPC134586
Remote Similarity	0.6723	NPC472122
Remote Similarity	0.6711	NPC297486
Remote Similarity	0.6711	NPC471402
Remote Similarity	0.6711	NPC240136
Remote Similarity	0.671	NPC165370
Remote Similarity	0.6707	NPC40070
Remote Similarity	0.6705	NPC313791
Remote Similarity	0.6703	NPC62749
Remote Similarity	0.6702	NPC473640
Remote Similarity	0.6687	NPC469811
Remote Similarity	0.6685	NPC165495
Remote Similarity	0.6685	NPC248454
Remote Similarity	0.6685	NPC211997
Remote Similarity	0.6667	NPC475070
Remote Similarity	0.6667	NPC293917
Remote Similarity	0.6667	NPC89490
Remote Similarity	0.6667	NPC293487
Remote Similarity	0.6667	NPC143603
Remote Similarity	0.6667	NPC108469
Remote Similarity	0.6667	NPC159856
Remote Similarity	0.6667	NPC472259
Remote Similarity	0.665	NPC315804
Remote Similarity	0.665	NPC313804
Remote Similarity	0.6649	NPC182507
Remote Similarity	0.6648	NPC470498
Remote Similarity	0.6648	NPC121658
Remote Similarity	0.6648	NPC14651
Remote Similarity	0.6647	NPC40779
Remote Similarity	0.6646	NPC190296
Remote Similarity	0.6646	NPC471322
Remote Similarity	0.6627	NPC325903
Remote Similarity	0.6616	NPC250835
Remote Similarity	0.6614	NPC171317
Remote Similarity	0.6612	NPC314573
Remote Similarity	0.6612	NPC474707
Remote Similarity	0.6611	NPC472105
Remote Similarity	0.6611	NPC15840
Remote Similarity	0.6611	NPC187827
Remote Similarity	0.661	NPC472123
Remote Similarity	0.6608	NPC236711
Remote Similarity	0.6608	NPC212742
Remote Similarity	0.6597	NPC475506
Remote Similarity	0.6595	NPC95783
Remote Similarity	0.6595	NPC3715
Remote Similarity	0.6593	NPC46895
Remote Similarity	0.6592	NPC68354
Remote Similarity	0.6591	NPC476518
Remote Similarity	0.6591	NPC194411
Remote Similarity	0.659	NPC470203
Remote Similarity	0.659	NPC225018
Remote Similarity	0.6588	NPC63562
Remote Similarity	0.6587	NPC477974
Remote Similarity	0.6582	NPC282398
Remote Similarity	0.6581	NPC146373
Remote Similarity	0.6581	NPC245244
Remote Similarity	0.6581	NPC166424
Remote Similarity	0.658	NPC118832
Remote Similarity	0.658	NPC214827
Remote Similarity	0.658	NPC314930
Remote Similarity	0.658	NPC264166
Remote Similarity	0.658	NPC274291
Remote Similarity	0.658	NPC329708
Remote Similarity	0.658	NPC47059
Remote Similarity	0.658	NPC165349
Remote Similarity	0.6579	NPC100321
Remote Similarity	0.6578	NPC474177

Drug Structure

NPD3576 OpenBabel08211703112D 32 33 0 0 1 0 0 0 0 0999 V2000 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 -4.3301 0.5000 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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 2 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 -2.5981 3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 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 -2.5981 4.5000 0.0000 B 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 21 2 0 0 0 0 9 22 2 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 12 16 2 0 0 0 0 12 21 1 0 0 0 0 15 11 1 6 0 0 0 15 18 1 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 10 1 1 0 0 0 17 20 1 0 0 0 0 17 24 1 0 0 0 0 18 24 2 3 0 0 0 18 25 1 0 0 0 0 19 23 2 3 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 20 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001157
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	93860
ChEBI
CAS Number

Drug Properties

Molecular Weight	384.20
ALogP	-0.7614
MLogP	2.56
XLogP	3.902
HDA	8
HBD	4
Rotatable Bonds	15
TPSA	131.42
RO5 Violation	0